Organic electroluminescent materials and devices

ABSTRACT

Transition metal compounds having naphthalene imide moiety having enhanced electron withdrawing property and more metal-ligand charge transfer (MLCT) based excited state are disclosed. The disclosed compounds will improve the photoluminescent quantum yield (PLQY) and produce phosphorescent emission in red to near IR region which has many desired applications.

CROSS-REFERENCE TO RELATED APPLICATIONS

This application claims priority under 35 U.S.C. § 119(e) to U.S.Provisional Application No. 62/816,590, filed on Mar. 11, 2019, theentire contents of which are incorporated herein by reference.

FIELD

The present invention relates to compounds for use as emitters, anddevices, such as organic light emitting diodes, including the same.

BACKGROUND

Opto-electronic devices that make use of organic materials are becomingincreasingly desirable for a number of reasons. Many of the materialsused to make such devices are relatively inexpensive, so organicopto-electronic devices have the potential for cost advantages overinorganic devices. In addition, the inherent properties of organicmaterials, such as their flexibility, may make them well suited forparticular applications such as fabrication on a flexible substrate.Examples of organic opto-electronic devices include organic lightemitting diodes/devices (OLEDs), organic phototransistors, organicphotovoltaic cells, and organic photodetectors. For OLEDs, the organicmaterials may have performance advantages over conventional materials.For example, the wavelength at which an organic emissive layer emitslight may generally be readily tuned with appropriate dopants.

OLEDs make use of thin organic films that emit light when voltage isapplied across the device. OLEDs are becoming an increasinglyinteresting technology for use in applications such as flat paneldisplays, illumination, and backlighting. Several OLED materials andconfigurations are described in U.S. Pat. Nos. 5,844,363, 6,303,238, and5,707,745, which are incorporated herein by reference in their entirety.

One application for phosphorescent emissive molecules is a full colordisplay. Industry standards for such a display call for pixels adaptedto emit particular colors, referred to as “saturated” colors. Inparticular, these standards call for saturated red, green, and bluepixels. Alternatively the OLED can be designed to emit white light. Inconventional liquid crystal displays emission from a white backlight isfiltered using absorption filters to produce red, green and blueemission. The same technique can also be used with OLEDs. The white OLEDcan be either a single EML device or a stack structure. Color may bemeasured using CIE coordinates, which are well known to the art.

One example of a green emissive molecule is tris(2-phenylpyridine)iridium, denoted Ir(ppy)₃, which has the following structure:

In this, and later figures herein, we depict the dative bond fromnitrogen to metal (here, Ir) as a straight line.

As used herein, the term “organic” includes polymeric materials as wellas small molecule organic materials that may be used to fabricateorganic opto-electronic devices. “Small molecule” refers to any organicmaterial that is not a polymer, and “small molecules” may actually bequite large Small molecules may include repeat units in somecircumstances. For example, using a long chain alkyl group as asubstituent does not remove a molecule from the “small molecule” class.Small molecules may also be incorporated into polymers, for example as apendent group on a polymer backbone or as a part of the backbone Smallmolecules may also serve as the core moiety of a dendrimer, whichconsists of a series of chemical shells built on the core moiety. Thecore moiety of a dendrimer may be a fluorescent or phosphorescent smallmolecule emitter. A dendrimer may be a “small molecule,” and it isbelieved that all dendrimers currently used in the field of OLEDs aresmall molecules.

As used herein, “top” means furthest away from the substrate, while“bottom” means closest to the substrate. Where a first layer isdescribed as “disposed over” a second layer, the first layer is disposedfurther away from substrate. There may be other layers between the firstand second layer, unless it is specified that the first layer is “incontact with” the second layer. For example, a cathode may be describedas “disposed over” an anode, even though there are various organiclayers in between.

As used herein, “solution processible” means capable of being dissolved,dispersed, or transported in and/or deposited from a liquid medium,either in solution or suspension form.

A ligand may be referred to as “photoactive” when it is believed thatthe ligand directly contributes to the photoactive properties of anemissive material. A ligand may be referred to as “ancillary” when it isbelieved that the ligand does not contribute to the photoactiveproperties of an emissive material, although an ancillary ligand mayalter the properties of a photoactive ligand.

As used herein, and as would be generally understood by one skilled inthe art, a first “Highest Occupied Molecular Orbital” (HOMO) or “LowestUnoccupied Molecular Orbital” (LUMO) energy level is “greater than” or“higher than” a second HOMO or LUMO energy level if the first energylevel is closer to the vacuum energy level. Since ionization potentials(IP) are measured as a negative energy relative to a vacuum level, ahigher HOMO energy level corresponds to an IP having a smaller absolutevalue (an IP that is less negative) Similarly, a higher LUMO energylevel corresponds to an electron affinity (EA) having a smaller absolutevalue (an EA that is less negative). On a conventional energy leveldiagram, with the vacuum level at the top, the LUMO energy level of amaterial is higher than the HOMO energy level of the same material. A“higher” HOMO or LUMO energy level appears closer to the top of such adiagram than a “lower” HOMO or LUMO energy level.

As used herein, and as would be generally understood by one skilled inthe art, a first work function is “greater than” or “higher than” asecond work function if the first work function has a higher absolutevalue. Because work functions are generally measured as negative numbersrelative to vacuum level, this means that a “higher” work function ismore negative. On a conventional energy level diagram, with the vacuumlevel at the top, a “higher” work function is illustrated as furtheraway from the vacuum level in the downward direction. Thus, thedefinitions of HOMO and LUMO energy levels follow a different conventionthan work functions.

More details on OLEDs, and the definitions described above, can be foundin U.S. Pat. No. 7,279,704, which is incorporated herein by reference inits entirety.

SUMMARY

Disclosed herein are novel transition metal compounds comprisingnaphthalene imide moieties as emissive dopants for improving deviceperformance of OLED devices. Transition metal compounds havingnaphthalene imide moiety as disclosed herein exhibit enhanced electronwithdrawing property and the complexes are expected to show moremetal-ligand charge transfer (MLCT) based excited state, which willimprove the photoluminescent quantum yield (PLQY). The disclosedcompounds are expected to produce phosphorescent emission in red to nearIR region with good PLQYs and are useful as emitter materials in organicelectroluminescence device.

A compound comprising a first ligand L_(A) of Formula I

is disclosed.

In Formula I, T is a fused ring system comprising a structure of FormulaII

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of the general substituent defined herein;L_(A) is complexed to a metal M to form a 5-membered chelate ring; M canbe coordinated to other ligands; the ligand L_(A) can be linked withother ligands to comprise a tridentate, tetradentate, pentadentate, orhexadentate ligand; and any two substituents can be joined or fusedtogether to form a ring.

An OLED comprising the compound of the present disclosure in an organiclayer therein is also disclosed.

A consumer product comprising the OLED is also disclosed.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 shows an organic light emitting device.

FIG. 2 shows an inverted organic light emitting device that does nothave a separate electron transport layer.

FIG. 3 shows photoluminescence (PL) spectrum of the inventive examplecompound Ir(L_(A35-4))₂L_(C17-1) in 2-methylTHF.

DETAILED DESCRIPTION

Generally, an OLED comprises at least one organic layer disposed betweenand electrically connected to an anode and a cathode. When a current isapplied, the anode injects holes and the cathode injects electrons intothe organic layer(s). The injected holes and electrons each migratetoward the oppositely charged electrode. When an electron and holelocalize on the same molecule, an “exciton,” which is a localizedelectron-hole pair having an excited energy state, is formed. Light isemitted when the exciton relaxes via a photoemissive mechanism. In somecases, the exciton may be localized on an excimer or an exciplex.Non-radiative mechanisms, such as thermal relaxation, may also occur,but are generally considered undesirable.

The initial OLEDs used emissive molecules that emitted light from theirsinglet states (“fluorescence”) as disclosed, for example, in U.S. Pat.No. 4,769,292, which is incorporated by reference in its entirety.Fluorescent emission generally occurs in a time frame of less than 10nanoseconds.

More recently, OLEDs having emissive materials that emit light fromtriplet states (“phosphorescence”) have been demonstrated. Baldo et al.,“Highly Efficient Phosphorescent Emission from OrganicElectroluminescent Devices,” Nature, vol. 395, 151-154, 1998;(“Baldo-I”) and Baldo et al., “Very high-efficiency green organiclight-emitting devices based on electrophosphorescence,” Appl. Phys.Lett., vol. 75, No. 3, 4-6 (1999) (“Baldo-II”), are incorporated byreference in their entireties. Phosphorescence is described in moredetail in U.S. Pat. No. 7,279,704 at cols. 5-6, which are incorporatedby reference.

FIG. 1 shows an organic light emitting device 100. The figures are notnecessarily drawn to scale. Device 100 may include a substrate 110, ananode 115, a hole injection layer 120, a hole transport layer 125, anelectron blocking layer 130, an emissive layer 135, a hole blockinglayer 140, an electron transport layer 145, an electron injection layer150, a protective layer 155, a cathode 160, and a barrier layer 170.Cathode 160 is a compound cathode having a first conductive layer 162and a second conductive layer 164. Device 100 may be fabricated bydepositing the layers described, in order. The properties and functionsof these various layers, as well as example materials, are described inmore detail in U.S. Pat. No. 7,279,704 at cols. 6-10, which areincorporated by reference.

More examples for each of these layers are available. For example, aflexible and transparent substrate-anode combination is disclosed inU.S. Pat. No. 5,844,363, which is incorporated by reference in itsentirety. An example of a p-doped hole transport layer is m-MTDATA dopedwith F₄-TCNQ at a molar ratio of 50:1, as disclosed in U.S. PatentApplication Publication No. 2003/0230980, which is incorporated byreference in its entirety. Examples of emissive and host materials aredisclosed in U.S. Pat. No. 6,303,238 to Thompson et al., which isincorporated by reference in its entirety. An example of an n-dopedelectron transport layer is BPhen doped with Li at a molar ratio of 1:1,as disclosed in U.S. Patent Application Publication No. 2003/0230980,which is incorporated by reference in its entirety. U.S. Pat. Nos.5,703,436 and 5,707,745, which are incorporated by reference in theirentireties, disclose examples of cathodes including compound cathodeshaving a thin layer of metal such as Mg:Ag with an overlyingtransparent, electrically-conductive, sputter-deposited ITO layer. Thetheory and use of blocking layers is described in more detail in U.S.Pat. No. 6,097,147 and U.S. Patent Application Publication No.2003/0230980, which are incorporated by reference in their entireties.Examples of injection layers are provided in U.S. Patent ApplicationPublication No. 2004/0174116, which is incorporated by reference in itsentirety. A description of protective layers may be found in U.S. PatentApplication Publication No. 2004/0174116, which is incorporated byreference in its entirety.

FIG. 2 shows an inverted OLED 200. The device includes a substrate 210,a cathode 215, an emissive layer 220, a hole transport layer 225, and ananode 230. Device 200 may be fabricated by depositing the layersdescribed, in order. Because the most common OLED configuration has acathode disposed over the anode, and device 200 has cathode 215 disposedunder anode 230, device 200 may be referred to as an “inverted” OLED.Materials similar to those described with respect to device 100 may beused in the corresponding layers of device 200. FIG. 2 provides oneexample of how some layers may be omitted from the structure of device100.

The simple layered structure illustrated in FIGS. 1 and 2 is provided byway of non-limiting example, and it is understood that embodiments ofthe invention may be used in connection with a wide variety of otherstructures. The specific materials and structures described areexemplary in nature, and other materials and structures may be used.Functional OLEDs may be achieved by combining the various layersdescribed in different ways, or layers may be omitted entirely, based ondesign, performance, and cost factors. Other layers not specificallydescribed may also be included. Materials other than those specificallydescribed may be used. Although many of the examples provided hereindescribe various layers as comprising a single material, it isunderstood that combinations of materials, such as a mixture of host anddopant, or more generally a mixture, may be used. Also, the layers mayhave various sublayers. The names given to the various layers herein arenot intended to be strictly limiting. For example, in device 200, holetransport layer 225 transports holes and injects holes into emissivelayer 220, and may be described as a hole transport layer or a holeinjection layer. In one embodiment, an OLED may be described as havingan “organic layer” disposed between a cathode and an anode. This organiclayer may comprise a single layer, or may further comprise multiplelayers of different organic materials as described, for example, withrespect to FIGS. 1 and 2.

Structures and materials not specifically described may also be used,such as OLEDs comprised of polymeric materials (PLEDs) such as disclosedin U.S. Pat. No. 5,247,190 to Friend et al., which is incorporated byreference in its entirety. By way of further example, OLEDs having asingle organic layer may be used. OLEDs may be stacked, for example asdescribed in U.S. Pat. No. 5,707,745 to Forrest et al, which isincorporated by reference in its entirety. The OLED structure maydeviate from the simple layered structure illustrated in FIGS. 1 and 2.For example, the substrate may include an angled reflective surface toimprove out-coupling, such as a mesa structure as described in U.S. Pat.No. 6,091,195 to Forrest et al., and/or a pit structure as described inU.S. Pat. No. 5,834,893 to Bulovic et al., which are incorporated byreference in their entireties.

Unless otherwise specified, any of the layers of the various embodimentsmay be deposited by any suitable method. For the organic layers,preferred methods include thermal evaporation, ink-jet, such asdescribed in U.S. Pat. Nos. 6,013,982 and 6,087,196, which areincorporated by reference in their entireties, organic vapor phasedeposition (OVPD), such as described in U.S. Pat. No. 6,337,102 toForrest et al., which is incorporated by reference in its entirety, anddeposition by organic vapor jet printing (OVJP), such as described inU.S. Pat. No. 7,431,968, which is incorporated by reference in itsentirety. Other suitable deposition methods include spin coating andother solution based processes. Solution based processes are preferablycarried out in nitrogen or an inert atmosphere. For the other layers,preferred methods include thermal evaporation. Preferred patterningmethods include deposition through a mask, cold welding such asdescribed in U.S. Pat. Nos. 6,294,398 and 6,468,819, which areincorporated by reference in their entireties, and patterning associatedwith some of the deposition methods such as ink jet and organic vaporjet printing (OVJP). Other methods may also be used. The materials to bedeposited may be modified to make them compatible with a particulardeposition method. For example, substituents such as alkyl and arylgroups, branched or unbranched, and preferably containing at least 3carbons, may be used in small molecules to enhance their ability toundergo solution processing. Substituents having 20 carbons or more maybe used, and 3-20 carbons is a preferred range. Materials withasymmetric structures may have better solution processibility than thosehaving symmetric structures, because asymmetric materials may have alower tendency to recrystallize. Dendrimer substituents may be used toenhance the ability of small molecules to undergo solution processing.

Devices fabricated in accordance with embodiments of the presentinvention may further optionally comprise a barrier layer. One purposeof the barrier layer is to protect the electrodes and organic layersfrom damaging exposure to harmful species in the environment includingmoisture, vapor and/or gases, etc. The barrier layer may be depositedover, under or next to a substrate, an electrode, or over any otherparts of a device including an edge. The barrier layer may comprise asingle layer, or multiple layers. The barrier layer may be formed byvarious known chemical vapor deposition techniques and may includecompositions having a single phase as well as compositions havingmultiple phases. Any suitable material or combination of materials maybe used for the barrier layer. The barrier layer may incorporate aninorganic or an organic compound or both. The preferred barrier layercomprises a mixture of a polymeric material and a non-polymeric materialas described in U.S. Pat. No. 7,968,146, PCT Pat. Application Nos.PCT/US2007/023098 and PCT/US2009/042829, which are herein incorporatedby reference in their entireties. To be considered a “mixture”, theaforesaid polymeric and non-polymeric materials comprising the barrierlayer should be deposited under the same reaction conditions and/or atthe same time. The weight ratio of polymeric to non-polymeric materialmay be in the range of 95:5 to 5:95. The polymeric material and thenon-polymeric material may be created from the same precursor material.In one example, the mixture of a polymeric material and a non-polymericmaterial consists essentially of polymeric silicon and inorganicsilicon.

Devices fabricated in accordance with embodiments of the invention canbe incorporated into a wide variety of electronic component modules (orunits) that can be incorporated into a variety of electronic products orintermediate components. Examples of such electronic products orintermediate components include display screens, lighting devices suchas discrete light source devices or lighting panels, etc. that can beutilized by the end-user product manufacturers. Such electroniccomponent modules can optionally include the driving electronics and/orpower source(s). Devices fabricated in accordance with embodiments ofthe invention can be incorporated into a wide variety of consumerproducts that have one or more of the electronic component modules (orunits) incorporated therein. A consumer product comprising an OLED thatincludes the compound of the present disclosure in the organic layer inthe OLED is disclosed. Such consumer products would include any kind ofproducts that include one or more light source(s) and/or one or more ofsome type of visual displays. Some examples of such consumer productsinclude flat panel displays, curved displays, computer monitors, medicalmonitors, televisions, billboards, lights for interior or exteriorillumination and/or signaling, heads-up displays, fully or partiallytransparent displays, flexible displays, rollable displays, foldabledisplays, stretchable displays, laser printers, telephones, mobilephones, tablets, phablets, personal digital assistants (PDAs), wearabledevices, laptop computers, digital cameras, camcorders, viewfinders,micro-displays (displays that are less than 2 inches diagonal), 3-Ddisplays, virtual reality or augmented reality displays, vehicles, videowalls comprising multiple displays tiled together, theater or stadiumscreen, a light therapy device, and a sign. Various control mechanismsmay be used to control devices fabricated in accordance with the presentinvention, including passive matrix and active matrix. Many of thedevices are intended for use in a temperature range comfortable tohumans, such as 18 degrees C. to 30 degrees C., and more preferably atroom temperature (20-25 degrees C.), but could be used outside thistemperature range, for example, from −40 degree C. to +80 degree C.

The materials and structures described herein may have applications indevices other than OLEDs. For example, other optoelectronic devices suchas organic solar cells and organic photodetectors may employ thematerials and structures. More generally, organic devices, such asorganic transistors, may employ the materials and structures.

The terms “halo,” “halogen,” and “halide” are used interchangeably andrefer to fluorine, chlorine, bromine, and iodine.

The term “acyl” refers to a substituted carbonyl radical (C(O)—R_(S)).

The term “ester” refers to a substituted oxycarbonyl (—O—C(O)—R_(S) or—C(O)—O—R_(S)) radical.

The term “ether” refers to an —OR_(S) radical.

The terms “sulfanyl” or “thio-ether” are used interchangeably and referto a —SR_(S) radical.

The term “sulfinyl” refers to a —S(O)—R_(S) radical.

The term “sulfonyl” refers to a —SO₂—R_(S) radical.

The term “phosphino” refers to a —P(R_(S))₃ radical, wherein each R_(S)can be same or different.

The term “silyl” refers to a —Si(R_(S))₃ radical, wherein each R_(S) canbe same or different.

The term “boryl” refers to a —B(R_(S))₂ radical or its Lewis adduct—B(R_(S))₃ radical, wherein R_(S) can be same or different.

In each of the above, R_(S) can be hydrogen or a substituent selectedfrom the group consisting of deuterium, halogen, alkyl, cycloalkyl,heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl,alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, andcombination thereof. Preferred R_(S) is selected from the groupconsisting of alkyl, cycloalkyl, aryl, heteroaryl, and combinationthereof.

The term “alkyl” refers to and includes both straight and branched chainalkyl radicals. Preferred alkyl groups are those containing from one tofifteen carbon atoms and includes methyl, ethyl, propyl, 1-methylethyl,butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl,2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl,2,2-dimethylpropyl, and the like. Additionally, the alkyl group isoptionally substituted.

The term “cycloalkyl” refers to and includes monocyclic, polycyclic, andspiro alkyl radicals. Preferred cycloalkyl groups are those containing 3to 12 ring carbon atoms and includes cyclopropyl, cyclopentyl,cyclohexyl, bicyclo[3.1.1]heptyl, spiro[4.5]decyl, spiro[5.5]undecyl,adamantyl, and the like. Additionally, the cycloalkyl group isoptionally substituted.

The terms “heteroalkyl” or “heterocycloalkyl” refer to an alkyl or acycloalkyl radical, respectively, having at least one carbon atomreplaced by a heteroatom. Optionally the at least one heteroatom isselected from O, S, N, P, B, Si and Se, preferably, 0, S or N.Additionally, the heteroalkyl or heterocycloalkyl group is optionallysubstituted.

The term “alkenyl” refers to and includes both straight and branchedchain alkene radicals. Alkenyl groups are essentially alkyl groups thatinclude at least one carbon-carbon double bond in the alkyl chain.Cycloalkenyl groups are essentially cycloalkyl groups that include atleast one carbon-carbon double bond in the cycloalkyl ring. The term“heteroalkenyl” as used herein refers to an alkenyl radical having atleast one carbon atom replaced by a heteroatom. Optionally the at leastone heteroatom is selected from O, S, N, P, B, Si, and Se, preferably,O, S, or N. Preferred alkenyl, cycloalkenyl, or heteroalkenyl groups arethose containing two to fifteen carbon atoms. Additionally, the alkenyl,cycloalkenyl, or heteroalkenyl group is optionally substituted.

The term “alkynyl” refers to and includes both straight and branchedchain alkyne radicals. Preferred alkynyl groups are those containing twoto fifteen carbon atoms. Additionally, the alkynyl group is optionallysubstituted.

The terms “aralkyl” or “arylalkyl” are used interchangeably and refer toan alkyl group that is substituted with an aryl group. Additionally, thearalkyl group is optionally substituted.

The term “heterocyclic group” refers to and includes aromatic andnon-aromatic cyclic radicals containing at least one heteroatom.Optionally the at least one heteroatom is selected from O, S, N, P, B,Si, and Se, preferably, O, S, or N. Hetero-aromatic cyclic radicals maybe used interchangeably with heteroaryl. Preferred hetero-non-aromaticcyclic groups are those containing 3 to 7 ring atoms which includes atleast one hetero atom, and includes cyclic amines such as morpholino,piperidino, pyrrolidino, and the like, and cyclic ethers/thio-ethers,such as tetrahydrofuran, tetrahydropyran, tetrahydrothiophene, and thelike. Additionally, the heterocyclic group may be optionallysubstituted.

The term “aryl” refers to and includes both single-ring aromatichydrocarbyl groups and polycyclic aromatic ring systems. The polycyclicrings may have two or more rings in which two carbons are common to twoadjoining rings (the rings are “fused”) wherein at least one of therings is an aromatic hydrocarbyl group, e.g., the other rings can becycloalkyls, cycloalkenyls, aryl, heterocycles, and/or heteroaryls.Preferred aryl groups are those containing six to thirty carbon atoms,preferably six to twenty carbon atoms, more preferably six to twelvecarbon atoms. Especially preferred is an aryl group having six carbons,ten carbons or twelve carbons. Suitable aryl groups include phenyl,biphenyl, triphenyl, triphenylene, tetraphenylene, naphthalene,anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene,perylene, and azulene, preferably phenyl, biphenyl, triphenyl,triphenylene, fluorene, and naphthalene. Additionally, the aryl group isoptionally substituted.

The term “heteroaryl” refers to and includes both single-ring aromaticgroups and polycyclic aromatic ring systems that include at least oneheteroatom. The heteroatoms include, but are not limited to O, S, N, P,B, Si, and Se. In many instances, O, S, or N are the preferredheteroatoms. Hetero-single ring aromatic systems are preferably singlerings with 5 or 6 ring atoms, and the ring can have from one to sixheteroatoms. The hetero-polycyclic ring systems can have two or morerings in which two atoms are common to two adjoining rings (the ringsare “fused”) wherein at least one of the rings is a heteroaryl, e.g.,the other rings can be cycloalkyls, cycloalkenyls, aryl, heterocycles,and/or heteroaryls. The hetero-polycyclic aromatic ring systems can havefrom one to six heteroatoms per ring of the polycyclic aromatic ringsystem. Preferred heteroaryl groups are those containing three to thirtycarbon atoms, preferably three to twenty carbon atoms, more preferablythree to twelve carbon atoms. Suitable heteroaryl groups includedibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene,benzofuran, benzothiophene, benzoselenophene, carbazole,indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole,triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole,thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine,oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole,indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline,isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine,phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine,phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine,thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine,preferably dibenzothiophene, dibenzofuran, dibenzoselenophene,carbazole, indolocarbazole, imidazole, pyridine, triazine,benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazine,and aza-analogs thereof. Additionally, the heteroaryl group isoptionally substituted.

Of the aryl and heteroaryl groups listed above, the groups oftriphenylene, naphthalene, anthracene, dibenzothiophene, dibenzofuran,dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine,pyrazine, pyrimidine, triazine, and benzimidazole, and the respectiveaza-analogs of each thereof are of particular interest.

The terms alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aralkyl, heterocyclic group, aryl,and heteroaryl, as used herein, are independently unsubstituted, orindependently substituted, with one or more general substituents.

In many instances, the general substituents are selected from the groupconsisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl,heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylicacid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl,phosphino, boryl, and combinations thereof.

In some instances, the preferred general substituents are selected fromthe group consisting of deuterium, fluorine, alkyl, cycloalkyl,heteroalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl,heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, boryl,and combinations thereof.

In some instances, the more preferred general substituents are selectedfrom the group consisting of deuterium, fluorine, alkyl, cycloalkyl,alkoxy, aryloxy, amino, silyl, aryl, heteroaryl, sulfanyl, andcombinations thereof.

In yet other instances, the most preferred general substituents areselected from the group consisting of deuterium, fluorine, alkyl,cycloalkyl, aryl, heteroaryl, and combinations thereof.

The terms “substituted” and “substitution” refer to a substituent otherthan H that is bonded to the relevant position, e.g., a carbon ornitrogen. For example, when R¹ represents mono-substitution, then one R¹must be other than H (i.e., a substitution) Similarly, when R¹represents di-substitution, then two of R¹ must be other than H.Similarly, when R¹ represents no substitution, R¹, for example, can be ahydrogen for available valencies of ring atoms, as in carbon atoms forbenzene and the nitrogen atom in pyrrole, or simply represents nothingfor ring atoms with fully filled valencies, e.g., the nitrogen atom inpyridine. The maximum number of substitutions possible in a ringstructure will depend on the total number of available valencies in thering atoms.

As used herein, “combinations thereof” indicates that one or moremembers of the applicable list are combined to form a known orchemically stable arrangement that one of ordinary skill in the art canenvision from the applicable list. For example, an alkyl and deuteriumcan be combined to form a partial or fully deuterated alkyl group; ahalogen and alkyl can be combined to form a halogenated alkylsubstituent; and a halogen, alkyl, and aryl can be combined to form ahalogenated arylalkyl. In one instance, the term substitution includes acombination of two to four of the listed groups. In another instance,the term substitution includes a combination of two to three groups. Inyet another instance, the term substitution includes a combination oftwo groups. Preferred combinations of substituent groups are those thatcontain up to fifty atoms that are not hydrogen or deuterium, or thosewhich include up to forty atoms that are not hydrogen or deuterium, orthose that include up to thirty atoms that are not hydrogen ordeuterium. In many instances, a preferred combination of substituentgroups will include up to twenty atoms that are not hydrogen ordeuterium.

The “aza” designation in the fragments described herein, i.e.aza-dibenzofuran, aza-dibenzothiophene, etc. means that one or more ofthe C—H groups in the respective aromatic ring can be replaced by anitrogen atom, for example, and without any limitation, azatriphenyleneencompasses both dibenzo[f,h]quinoxaline and dibenzo[f,h]quinoline. Oneof ordinary skill in the art can readily envision other nitrogen analogsof the aza-derivatives described above, and all such analogs areintended to be encompassed by the terms as set forth herein.

As used herein, “deuterium” refers to an isotope of hydrogen. Deuteratedcompounds can be readily prepared using methods known in the art. Forexample, U.S. Pat. No. 8,557,400, Patent Pub. No. WO 2006/095951, andU.S. Pat. Application Pub. No. US 2011/0037057, which are herebyincorporated by reference in their entireties, describe the making ofdeuterium-substituted organometallic complexes. Further reference ismade to Ming Yan, et al., Tetrahedron 2015, 71, 1425-30 and Atzrodt etal., Angew. Chem. Int. Ed. (Reviews) 2007, 46, 7744-65, which areincorporated by reference in their entireties, describe the deuterationof the methylene hydrogens in benzyl amines and efficient pathways toreplace aromatic ring hydrogens with deuterium, respectively.

It is to be understood that when a molecular fragment is described asbeing a substituent or otherwise attached to another moiety, its namemay be written as if it were a fragment (e.g. phenyl, phenylene,naphthyl, dibenzofuryl) or as if it were the whole molecule (e.g.benzene, naphthalene, dibenzofuran). As used herein, these differentways of designating a substituent or attached fragment are considered tobe equivalent.

In some instance, a pair of adjacent substituents can be optionallyjoined or fused into a ring. The preferred ring is a five, six, orseven-membered carbocyclic or heterocyclic ring, includes both instanceswhere the portion of the ring formed by the pair of substituents issaturated and where the portion of the ring formed by the pair ofsubstituents is unsaturated. As used herein, “adjacent” means that thetwo substituents involved can be on the same ring next to each other, oron two neighboring rings having the two closest available substitutablepositions, such as 2, 2′ positions in a biphenyl, or 1, 8 position in anaphthalene, as long as they can form a stable fused ring system.

A compound comprising a first ligand L_(A) of Formula I

is disclosed.

In Formula I, T is a fused ring system comprising a structure of FormulaII

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of the general substituent defined herein;L_(A) is complexed to a metal M to form a 5-membered chelate ring; M canbe coordinated to other ligands; the ligand L_(A) can be linked withother ligands to comprise a tridentate, tetradentate, pentadentate, orhexadentate ligand; and any two substituents can be joined or fusedtogether to form a ring.

The following options are applicable to any of the embodiments of thecompound mentioned above. Each R, R^(A), and R^(B) can be independentlya hydrogen or a substituent selected from the group consisting of thepreferred general substituents defined herein. M can be selected fromthe group consisting of Os, Ir, Pd, and Pt. In one embodiment, M is Ir.In one embodiment, M is Pt. Two R^(A) can be fused together to form afused 5-membered or 6-membered carbocyclic or heterocyclic ring. TwoR^(B) can be fused together to form a fused 5-membered or 6-memberedcarbocyclic or heterocyclic ring. Adjacent R^(A) and R^(B) can be fusedtogether to form a 6-membered carbocyclic or heterocyclic ring. Each ofX¹ to X⁶ can be C. One of X¹ to X⁶ can be N, and the remainder can be C.Z can be N. Z can be C.

Except for the embodiments where two R^(B) are fused together oradjacent R^(A) and R^(B) are fused together, each R^(B) can be H.

The following options are applicable to any of the embodiments of thecompound mentioned above. R can be selected from the group consisting ofalkyl, cycloalkyl, aryl, and heteroaryl, and combinations thereof. RingA can be a 6-membered aromatic ring. Ring A can be a benzene ring, whichcan be further substituted. R^(A) can be selected from the groupconsisting of hydrogen, alkyl, cycloalkyl, aryl, and heteroaryl, andcombinations thereof. M can be further coordinated to an acetylacetonateligand, which can be further substituted.

In any of the embodiments of the compound mentioned above, the firstligand L_(A) can be selected from the group consisting of:

where X⁷ to X¹² are each C or N.

In any of the embodiments of the compound mentioned above, the firstligand L_(A) can be selected from the group consisting of:

L_(Ai-1), where i is an integer from 1 to 200, that are based on astructure of Formula 1

L_(Ai-2), where i is an integer from 1 to 200, that are based on astructure of Formula 2

L_(Ai-3), where i is an integer from 1 to 200, that are based on astructure of Formula 3

L_(Ai-4), where i is an integer from 1 to 200, that are based on astructure of

Formula 4

L_(Ai-5), where i is an integer from 1 to 200, that are based on astructure of Formula 5

L_(Ai-6), where i is an integer from 1 to 200, that are based on astructure of Formula 6

L_(Ai-7), where i=an integer from 1 to 200, that are based on astructure of Formula 7

L_(Ai-8), where I is an integer from 1 to 200, that are based on astructure of Formula 8

L_(Ai-9), where i=an integer from 1 to 200, that are based on astructure of Formula 9

L_(Ai-11), where i is an integer from 1 to 200, that are based on astructure of Formula 11

L_(Ai-12), where i is an integer from 1 to 200, that are based on astructure of Formula 12

L_(Ai-13), where i is an integer from 1 to 200, that are based on astructure of Formula 13

where for each L_(A1-1) to L_(A200-1), L_(A1-2) to L_(A200-2), L_(A1-3)to L_(A200-3), L_(A1-4) to L_(A200-4), L_(A1-5) to L_(A200-5), L_(A1-6)to L_(A200-6), L_(A1-7) to L_(A200-7), L_(A1-8) to L_(A200-8), L_(A1-9)to L_(A200-9), L_(A1-10) to L_(A200-10), L_(A1-11) to L_(A200-11),L_(A1-12) to L_(A200-12), L_(A1-13) to L_(A200-13), R and G have thefollowing definitions for each i:

i R G 1 R¹ G¹ 2 R¹ G² 3 R¹ G³ 4 R¹ G⁴ 5 R¹ G⁵ 6 R¹ G⁶ 7 R¹ G⁷ 8 R¹ G⁸ 9R¹ G⁹ 10 R¹ G¹⁰ 11 R² G¹ 12 R² G² 13 R² G³ 14 R² G⁴ 15 R² G⁵ 16 R² G⁶ 17R² G⁷ 18 R² G⁸ 19 R² G⁹ 20 R² G¹⁰ 21 R³ G¹ 22 R³ G² 23 R³ G³ 24 R³ G⁴ 25R³ G⁵ 26 R³ G⁶ 27 R³ G⁷ 28 R³ G⁸ 29 R³ G⁹ 30 R³ G¹⁰ 31 R⁴ G¹ 32 R⁴ G² 33R⁴ G³ 34 R⁴ G⁴ 35 R⁴ G⁵ 36 R⁴ G⁶ 37 R⁴ G⁷ 38 R⁴ G⁸ 39 R⁴ G⁹ 40 R⁴ G¹⁰ 41R⁵ G¹ 42 R⁵ G² 43 R⁵ G³ 44 R⁵ G⁴ 45 R⁵ G⁵ 46 R⁵ G⁶ 47 R⁵ G⁷ 48 R⁵ G⁸ 49R⁵ G⁹ 50 R⁵ G¹⁰ 51 R⁶ G¹ 52 R⁶ G² 53 R⁶ G³ 54 R⁶ G⁴ 55 R⁶ G⁵ 56 R⁶ G⁶ 57R⁶ G⁷ 58 R⁶ G⁸ 59 R⁶ G⁹ 60 R⁶ G¹⁰ 61 R⁷ G¹ 62 R⁷ G² 63 R⁷ G³ 64 R⁷ G⁴ 65R⁷ G⁵ 66 R⁷ G⁶ 67 R⁷ G⁷ 68 R⁷ G⁸ 69 R⁷ G⁹ 70 R⁷ G¹⁰ 71 R⁸ G¹ 72 R⁸ G² 73R⁸ G³ 74 R⁸ G⁴ 75 R⁸ G⁵ 76 R⁸ G⁶ 77 R⁸ G⁷ 78 R⁸ G⁸ 79 R⁸ G⁹ 80 R⁸ G¹⁰ 81R⁹ G¹ 82 R⁹ G² 83 R⁹ G³ 84 R⁹ G⁴ 85 R⁹ G⁵ 86 R⁹ G⁶ 87 R⁹ G⁷ 88 R⁹ G⁸ 89R⁹ G⁹ 90 R⁹ G¹⁰ 91 R¹⁰ G¹ 92 R¹⁰ G² 93 R¹⁰ G³ 94 R¹⁰ G⁴ 95 R¹⁰ G⁵ 96 R¹⁰G⁶ 97 R¹⁰ G⁷ 98 R¹⁰ G⁸ 99 R¹⁰ G⁹ 100 R¹⁰ G¹⁰ 101 R¹¹ G¹ 102 R¹¹ G² 103R¹¹ G³ 104 R¹¹ G⁴ 105 R¹¹ G⁵ 106 R¹¹ G⁶ 107 R¹¹ G⁷ 108 R¹¹ G⁸ 109 R¹¹ G⁹110 R¹¹ G¹⁰ 111 R¹² G¹ 112 R¹² G² 113 R¹² G³ 114 R¹² G⁴ 115 R¹² G⁵ 116R¹² G⁶ 117 R¹² G⁷ 118 R¹² G⁸ 119 R¹² G⁹ 120 R¹² G¹⁰ 121 R¹³ G¹ 122 R¹³G² 123 R¹³ G³ 124 R¹³ G⁴ 125 R¹³ G⁵ 126 R¹³ G⁶ 127 R¹³ G⁷ 128 R¹³ G⁸ 129R¹³ G⁹ 130 R¹³ G¹⁰ 131 R¹⁴ G¹ 132 R¹⁴ G² 133 R¹⁴ G³ 134 R¹⁴ G⁴ 135 R¹⁴G⁵ 136 R¹⁴ G⁶ 137 R¹⁴ G⁷ 138 R¹⁴ G⁸ 139 R¹⁴ G⁹ 140 R¹⁴ G¹⁰ 141 R¹⁵ G¹142 R¹⁵ G² 143 R¹⁵ G³ 144 R¹⁵ G⁴ 145 R¹⁵ G⁵ 146 R¹⁵ G⁶ 147 R¹⁵ G⁷ 148R¹⁵ G⁸ 149 R¹⁵ G⁹ 150 R¹⁵ G¹⁰ 151 R¹⁶ G¹ 152 R¹⁶ G² 153 R¹⁶ G³ 154 R¹⁶G⁴ 155 R¹⁶ G⁵ 156 R¹⁶ G⁶ 157 R¹⁶ G⁷ 158 R¹⁶ G⁸ 159 R¹⁶ G⁹ 160 R¹⁶ G¹⁰161 R¹⁷ G¹ 162 R¹⁷ G² 163 R¹⁷ G³ 164 R¹⁷ G⁴ 165 R¹⁷ G⁵ 166 R¹⁷ G⁶ 167R¹⁷ G⁷ 168 R¹⁷ G⁸ 169 R¹⁷ G⁹ 170 R¹⁷ G¹⁰ 171 R¹⁸ G¹ 172 R¹⁸ G² 173 R¹⁸G³ 174 R¹⁸ G⁴ 175 R¹⁸ G⁵ 176 R¹⁸ G⁶ 177 R¹⁸ G⁷ 178 R¹⁸ G⁸ 179 R¹⁸ G⁹ 180R¹⁸ G¹⁰ 181 R¹⁹ G¹ 182 R¹⁹ G² 183 R¹⁹ G³ 184 R¹⁹ G⁴ 185 R¹⁹ G⁵ 186 R¹⁹G⁶ 187 R¹⁹ G⁷ 188 R¹⁹ G⁸ 189 R¹⁹ G⁹ 190 R¹⁹ G¹⁰ 191 R²⁰ G¹ 192 R²⁰ G²193 R²⁰ G³ 194 R²⁰ G⁴ 195 R²⁰ G⁵ 196 R²⁰ G⁶ 197 R²⁰ G⁷ 198 R²⁰ G⁸ 199R²⁰ G⁹ 200 R²⁰ G¹⁰L_(Ai-10), where i is an integer from 201 to 240, that are based on astructure of Formula 10

where in each L_(A201-10) to L_(A240-10), R and R^(D) have the followingdefinitions for each i:

i R R^(D) 201 R¹ H 202 R³ H 203 R⁵ H 204 R⁷ H 205 R⁹ H 206 R¹¹ H 207 R¹³H 208 R¹⁵ H 209 R¹⁷ H 210 R¹⁹ H 211 R¹ CH₃ 212 R³ CH₃ 213 R⁵ CH₃ 214 R⁷CH₃ 215 R⁹ CH₃ 216 R¹¹ CH₃ 217 R¹³ CH₃ 218 R¹⁵ CH₃ 219 R¹⁷ CH₃ 220 R¹⁹CH₃ 221 R² H 222 R⁴ H 223 R⁶ H 224 R⁸ H 225 R¹⁰ H 226 R¹² H 227 R¹⁴ H228 R¹⁶ H 229 R¹⁸ H 230 R²⁰ H 231 R² CH₃ 232 R⁴ CH₃ 233 R⁶ CH₃ 234 R⁸CH₃ 235 R¹⁰ CH₃ 236 R¹² CH₃ 237 R¹⁴ CH₃ 238 R¹⁶ CH₃ 239 R¹⁸ CH₃ 240 R²⁰CH₃L_(Ai-14), where i is an integer from 241 to 640, that are based on astructure of Formula 14

L_(Ai-15), where i is an integer from 241 to 640, that are based on astructure of Formula 15

where in each L_(A241-14) to L_(A640-14), and L_(A241-15) toL_(A640-15), R, G, and R′ have the following definitions for each i:

i R G R′ 241 R¹ G¹ CH₃ 242 R¹ G² CH₃ 243 R¹ G³ CH₃ 244 R¹ G⁴ CH₃ 245 R¹G⁵ CH₃ 246 R¹ G⁶ CH₃ 247 R¹ G⁷ CH₃ 248 R¹ G⁸ CH₃ 249 R¹ G⁹ CH₃ 250 R¹G¹⁰ CH₃ 251 R² G¹ CH₃ 252 R² G² CH₃ 253 R² G³ CH₃ 254 R² G⁴ CH₃ 255 R²G⁵ CH₃ 256 R² G⁶ CH₃ 257 R² G⁷ CH₃ 258 R² G⁸ CH₃ 259 R² G⁹ CH₃ 260 R²G¹⁰ CH₃ 261 R³ G¹ CH₃ 262 R³ G² CH₃ 263 R³ G³ CH₃ 264 R³ G⁴ CH₃ 265 R³G⁵ CH₃ 266 R³ G⁶ CH₃ 267 R³ G⁷ CH₃ 268 R³ G⁸ CH₃ 269 R³ G⁹ CH₃ 270 R³G¹⁰ CH₃ 271 R⁴ G¹ CH₃ 272 R⁴ G² CH₃ 273 R⁴ G³ CH₃ 274 R⁴ G⁴ CH₃ 275 R⁴G⁵ CH₃ 276 R⁴ G⁶ CH₃ 277 R⁴ G⁷ CH₃ 278 R⁴ G⁸ CH₃ 279 R⁴ G⁹ CH₃ 280 R⁴G¹⁰ CH₃ 281 R⁵ G¹ CH₃ 282 R⁵ G² CH₃ 283 R⁵ G³ CH₃ 284 R⁵ G⁴ CH₃ 285 R⁵G⁵ CH₃ 286 R⁵ G⁶ CH₃ 287 R⁵ G⁷ CH₃ 288 R⁵ G⁸ CH₃ 289 R⁵ G⁹ CH₃ 290 R⁵G¹⁰ CH₃ 291 R⁶ G¹ CH₃ 292 R⁶ G² CH₃ 293 R⁶ G³ CH₃ 294 R⁶ G⁴ CH₃ 295 R⁶G⁵ CH₃ 296 R⁶ G⁶ CH₃ 297 R⁶ G⁷ CH₃ 298 R⁶ G⁸ CH₃ 299 R⁶ G⁹ CH₃ 300 R⁶G¹⁰ CH₃ 301 R⁷ G¹ CH₃ 302 R⁷ G² CH₃ 303 R⁷ G³ CH₃ 304 R⁷ G⁴ CH₃ 305 R⁷G⁵ CH₃ 306 R⁷ G⁶ CH₃ 307 R⁷ G⁷ CH₃ 308 R⁷ G⁸ CH₃ 309 R⁷ G⁹ CH₃ 310 R⁷G¹⁰ CH₃ 311 R⁸ G¹ CH₃ 312 R⁸ G² CH₃ 313 R⁸ G³ CH₃ 314 R⁸ G⁴ CH₃ 315 R⁸G⁵ CH₃ 316 R⁸ G⁶ CH₃ 317 R⁸ G⁷ CH₃ 318 R⁸ G⁸ CH₃ 319 R⁸ G⁹ CH₃ 320 R⁸G¹⁰ CH₃ 321 R⁹ G¹ CH₃ 322 R⁹ G² CH₃ 323 R⁹ G³ CH₃ 324 R⁹ G⁴ CH₃ 325 R⁹G⁵ CH₃ 326 R⁹ G⁶ CH₃ 327 R⁹ G⁷ CH₃ 328 R⁹ G⁸ CH₃ 329 R⁹ G⁹ CH₃ 330 R⁹G¹⁰ CH₃ 331 R¹⁰ G¹ CH₃ 332 R¹⁰ G² CH₃ 333 R¹⁰ G³ CH₃ 334 R¹⁰ G⁴ CH₃ 335R¹⁰ G⁵ CH₃ 336 R¹⁰ G⁶ CH₃ 337 R¹⁰ G⁷ CH₃ 338 R¹⁰ G⁸ CH₃ 339 R¹⁰ G⁹ CH₃340 R¹⁰ G¹⁰ CH₃ 341 R¹¹ G¹ CH₃ 342 R¹¹ G² CH₃ 343 R¹¹ G³ CH₃ 344 R¹¹ G⁴CH₃ 345 R¹¹ G⁵ CH₃ 346 R¹¹ G⁶ CH₃ 347 R¹¹ G⁷ CH₃ 348 R¹¹ G⁸ CH₃ 349 R¹¹G⁹ CH₃ 350 R¹¹ G¹⁰ CH₃ 351 R¹² G¹ CH₃ 352 R¹² G² CH₃ 353 R¹² G³ CH₃ 354R¹² G⁴ CH₃ 355 R¹² G⁵ CH₃ 356 R¹² G⁶ CH₃ 357 R¹² G⁷ CH₃ 358 R¹² G⁸ CH₃359 R¹² G⁹ CH₃ 360 R¹² G¹⁰ CH₃ 361 R¹³ G¹ CH₃ 362 R¹³ G² CH₃ 363 R¹³ G³CH₃ 364 R¹³ G⁴ CH₃ 365 R¹³ G⁵ CH₃ 366 R¹³ G⁶ CH₃ 367 R¹³ G⁷ CH₃ 368 R¹³G⁸ CH₃ 369 R¹³ G⁹ CH₃ 370 R¹³ G¹⁰ CH₃ 371 R¹⁴ G¹ CH₃ 372 R¹⁴ G² CH₃ 373R¹⁴ G³ CH₃ 374 R²⁰ G¹⁰ CH(CH₃)₂ 375 R¹⁴ G⁴ CH₃ 376 R¹⁴ G⁵ CH₃ 377 R¹⁴ G⁶CH₃ 378 R¹⁴ G⁷ CH₃ 379 R¹⁴ G⁸ CH₃ 380 R¹⁴ G⁹ CH₃ 381 R¹⁴ G¹⁰ CH₃ 382 R¹⁵G¹ CH₃ 383 R¹⁵ G² CH₃ 384 R¹⁵ G³ CH₃ 385 R¹⁵ G⁴ CH₃ 386 R¹⁵ G⁵ CH₃ 387R¹⁵ G⁶ CH₃ 388 R¹⁵ G⁷ CH₃ 389 R¹⁵ G⁸ CH₃ 390 R¹⁵ G⁹ CH₃ 391 R¹⁵ G¹⁰ CH₃392 R¹⁶ G¹ CH₃ 393 R¹⁶ G² CH₃ 394 R¹⁶ G³ CH₃ 395 R¹⁶ G⁴ CH₃ 396 R¹⁶ G⁵CH₃ 397 R¹⁶ G⁶ CH₃ 398 R¹⁶ G⁷ CH₃ 399 R¹⁶ G⁸ CH₃ 400 R¹⁶ G⁹ CH₃ 401 R¹⁶G¹⁰ CH₃ 402 R¹⁷ G¹ CH₃ 403 R¹⁷ G² CH₃ 404 R¹⁷ G³ CH₃ 405 R¹⁷ G⁴ CH₃ 406R¹⁷ G⁵ CH₃ 407 R¹⁷ G⁶ CH₃ 408 R¹⁷ G⁷ CH₃ 409 R¹⁷ G⁸ CH₃ 410 R¹⁷ G⁹ CH₃411 R¹⁷ G¹⁰ CH₃ 412 R¹⁸ G¹ CH₃ 413 R¹⁸ G² CH₃ 414 R¹⁸ G³ CH₃ 415 R¹⁸ G⁴CH₃ 416 R¹⁸ G⁵ CH₃ 417 R¹⁸ G⁶ CH₃ 418 R¹⁸ G⁷ CH₃ 419 R¹⁸ G⁸ CH₃ 420 R¹⁸G⁹ CH₃ 421 R¹⁸ G¹⁰ CH₃ 422 R¹⁹ G¹ CH₃ 423 R¹⁹ G² CH₃ 424 R¹⁹ G³ CH₃ 425R¹⁹ G⁴ CH₃ 426 R¹⁹ G⁵ CH₃ 427 R¹⁹ G⁶ CH₃ 428 R¹⁹ G⁷ CH₃ 429 R¹⁹ G⁸ CH₃430 R¹⁹ G⁹ CH₃ 431 R¹⁹ G¹⁰ CH₃ 432 R²⁰ G¹ CH₃ 433 R²⁰ G² CH₃ 434 R²⁰ G³CH₃ 435 R²⁰ G⁴ CH₃ 436 R²⁰ G⁵ CH₃ 437 R²⁰ G⁶ CH₃ 438 R²⁰ G⁷ CH₃ 439 R²⁰G⁸ CH₃ 440 R²⁰ G⁹ CH₃ 441 R²⁰ G¹⁰ CH₃ 442 R¹ G¹ CH(CH₃)₂ 443 R¹ G²CH(CH₃)₂ 444 R¹ G³ CH(CH₃)₂ 445 R¹ G⁴ CH(CH₃)₂ 446 R¹ G⁵ CH(CH₃)₂ 447 R¹G⁶ CH(CH₃)₂ 448 R¹ G⁷ CH(CH₃)₂ 449 R¹ G⁸ CH(CH₃)₂ 450 R¹ G⁹ CH(CH₃)₂ 451R¹ G¹⁰ CH(CH₃)₂ 452 R² G¹ CH(CH₃)₂ 453 R² G² CH(CH₃)₂ 454 R² G³ CH(CH₃)₂455 R² G⁴ CH(CH₃)₂ 456 R² G⁵ CH(CH₃)₂ 457 R² G⁶ CH(CH₃)₂ 458 R² G⁷CH(CH₃)₂ 459 R² G⁸ CH(CH₃)₂ 460 R² G⁹ CH(CH₃)₂ 461 R² G¹⁰ CH(CH₃)₂ 462R³ G¹ CH(CH₃)₂ 463 R³ G² CH(CH₃)₂ 464 R³ G³ CH(CH₃)₂ 465 R³ G⁴ CH(CH₃)₂466 R³ G⁵ CH(CH₃)₂ 467 R³ G⁶ CH(CH₃)₂ 468 R³ G⁷ CH(CH₃)₂ 469 R³ G⁸CH(CH₃)₂ 470 R³ G⁹ CH(CH₃)₂ 471 R³ G¹⁰ CH(CH₃)₂ 472 R⁴ G¹ CH(CH₃)₂ 473R⁴ G² CH(CH₃)₂ 474 R⁴ G³ CH(CH₃)₂ 475 R⁴ G⁴ CH(CH₃)₂ 476 R⁴ G⁵ CH(CH₃)₂477 R⁴ G⁶ CH(CH₃)₂ 478 R⁴ G⁷ CH(CH₃)₂ 479 R⁴ G⁸ CH(CH₃)₂ 480 R⁴ G⁹CH(CH₃)₂ 481 R⁴ G¹⁰ CH(CH₃)₂ 482 R⁵ G¹ CH(CH₃)₂ 483 R⁵ G² CH(CH₃)₂ 484R⁵ G³ CH(CH₃)₂ 485 R⁵ G⁴ CH(CH₃)₂ 486 R⁵ G⁵ CH(CH₃)₂ 487 R⁵ G⁶ CH(CH₃)₂488 R⁵ G⁷ CH(CH₃)₂ 489 R⁵ G⁸ CH(CH₃)₂ 490 R⁵ G⁹ CH(CH₃)₂ 491 R⁵ G¹⁰CH(CH₃)₂ 492 R⁶ G¹ CH(CH₃)₂ 493 R⁶ G² CH(CH₃)₂ 494 R⁶ G³ CH(CH₃)₂ 495 R⁶G⁴ CH(CH₃)₂ 496 R⁶ G⁵ CH(CH₃)₂ 497 R⁶ G⁶ CH(CH₃)₂ 498 R⁶ G⁷ CH(CH₃)₂ 499R⁶ G⁸ CH(CH₃)₂ 500 R⁶ G⁹ CH(CH₃)₂ 501 R⁶ G¹⁰ CH(CH₃)₂ 502 R⁷ G¹ CH(CH₃)₂503 R⁷ G² CH(CH₃)₂ 504 R⁷ G³ CH(CH₃)₂ 505 R⁷ G⁴ CH(CH₃)₂ 506 R⁷ G⁵CH(CH₃)₂ 507 R⁷ G⁶ CH(CH₃)₂ 508 R⁷ G⁷ CH(CH₃)₂ 509 R⁷ G⁸ CH(CH₃)₂ 510 R⁷G⁹ CH(CH₃)₂ 511 R⁷ G¹⁰ CH(CH₃)₂ 512 R⁸ G¹ CH(CH₃)₂ 513 R⁸ G² CH(CH₃)₂514 R⁸ G³ CH(CH₃)₂ 515 R⁸ G⁴ CH(CH₃)₂ 516 R⁸ G⁵ CH(CH₃)₂ 517 R⁸ G⁶CH(CH₃)₂ 518 R⁸ G⁷ CH(CH₃)₂ 519 R⁸ G⁸ CH(CH₃)₂ 520 R⁸ G⁹ CH(CH₃)₂ 521 R⁸G¹⁰ CH(CH₃)₂ 522 R⁹ G¹ CH(CH₃)₂ 523 R⁹ G² CH(CH₃)₂ 524 R⁹ G³ CH(CH₃)₂525 R⁹ G⁴ CH(CH₃)₂ 526 R⁹ G⁵ CH(CH₃)₂ 527 R⁹ G⁶ CH(CH₃)₂ 528 R⁹ G⁷CH(CH₃)₂ 529 R⁹ G⁸ CH(CH₃)₂ 530 R⁹ G⁹ CH(CH₃)₂ 531 R⁹ G¹⁰ CH(CH₃)₂ 532R¹⁰ G¹ CH(CH₃)₂ 533 R¹⁰ G² CH(CH₃)₂ 534 R¹⁰ G³ CH(CH₃)₂ 535 R¹⁰ G⁴CH(CH₃)₂ 536 R¹⁰ G⁵ CH(CH₃)₂ 537 R¹⁰ G⁶ CH(CH₃)₂ 538 R¹⁰ G⁷ CH(CH₃)₂ 539R¹⁰ G⁸ CH(CH₃)₂ 540 R¹⁰ G⁹ CH(CH₃)₂ 541 R¹⁰ G¹⁰ CH(CH₃)₂ 542 R¹¹ G¹CH(CH₃)₂ 543 R¹¹ G² CH(CH₃)₂ 544 R¹¹ G³ CH(CH₃)₂ 545 R¹¹ G⁴ CH(CH₃)₂ 546R¹¹ G⁵ CH(CH₃)₂ 547 R¹¹ G⁶ CH(CH₃)₂ 548 R¹¹ G⁷ CH(CH₃)₂ 549 R¹¹ G⁸CH(CH₃)₂ 550 R¹¹ G⁹ CH(CH₃)₂ 551 R¹¹ G¹⁰ CH(CH₃)₂ 552 R¹² G¹ CH(CH₃)₂553 R¹² G² CH(CH₃)₂ 554 R¹² G³ CH(CH₃)₂ 555 R¹² G⁴ CH(CH₃)₂ 556 R¹² G⁵CH(CH₃)₂ 557 R¹² G⁶ CH(CH₃)₂ 558 R¹² G⁷ CH(CH₃)₂ 559 R¹² G⁸ CH(CH₃)₂ 560R¹² G⁹ CH(CH₃)₂ 561 R¹² G¹⁰ CH(CH₃)₂ 562 R¹³ G¹ CH(CH₃)₂ 563 R¹³ G²CH(CH₃)₂ 564 R¹³ G³ CH(CH₃)₂ 565 R¹³ G⁴ CH(CH₃)₂ 566 R¹³ G⁵ CH(CH₃)₂ 567R¹³ G⁶ CH(CH₃)₂ 568 R¹³ G⁷ CH(CH₃)₂ 569 R¹³ G⁸ CH(CH₃)₂ 570 R¹³ G⁹CH(CH₃)₂ 571 R¹³ G¹⁰ CH(CH₃)₂ 572 R¹⁴ G¹ CH(CH₃)₂ 573 R¹⁴ G² CH(CH₃)₂574 R¹⁴ G³ CH(CH₃)₂ 575 R¹⁴ G⁴ CH(CH₃)₂ 576 R¹⁴ G⁵ CH(CH₃)₂ 577 R¹⁴ G⁶CH(CH₃)₂ 578 R¹⁴ G⁷ CH(CH₃)₂ 579 R¹⁴ G⁸ CH(CH₃)₂ 580 R¹⁴ G⁹ CH(CH₃)₂ 581R¹⁴ G¹⁰ CH(CH₃)₂ 582 R¹⁵ G¹ CH(CH₃)₂ 583 R¹⁵ G² CH(CH₃)₂ 584 R¹⁵ G³CH(CH₃)₂ 585 R¹⁵ G⁴ CH(CH₃)₂ 586 R¹⁵ G⁵ CH(CH₃)₂ 587 R¹⁵ G⁶ CH(CH₃)₂ 588R¹⁵ G⁷ CH(CH₃)₂ 589 R¹⁵ G⁸ CH(CH₃)₂ 590 R¹⁵ G⁹ CH(CH₃)₂ 591 R¹⁵ G¹⁰CH(CH₃)₂ 592 R¹⁶ G¹ CH(CH₃)₂ 593 R¹⁶ G² CH(CH₃)₂ 594 R¹⁶ G³ CH(CH₃)₂ 595R¹⁶ G⁴ CH(CH₃)₂ 596 R¹⁶ G⁵ CH(CH₃)₂ 597 R¹⁶ G⁶ CH(CH₃)₂ 598 R¹⁶ G⁷CH(CH₃)₂ 599 R¹⁶ G⁸ CH(CH₃)₂ 600 R¹⁶ G⁹ CH(CH₃)₂ 601 R¹⁶ G¹⁰ CH(CH₃)₂602 R¹⁷ G¹ CH(CH₃)₂ 603 R¹⁷ G² CH(CH₃)₂ 604 R¹⁷ G³ CH(CH₃)₂ 605 R¹⁷ G⁴CH(CH₃)₂ 606 R¹⁷ G⁵ CH(CH₃)₂ 607 R¹⁷ G⁶ CH(CH₃)₂ 608 R¹⁷ G⁷ CH(CH₃)₂ 609R¹⁷ G⁸ CH(CH₃)₂ 610 R¹⁷ G⁹ CH(CH₃)₂ 611 R¹⁷ G¹⁰ CH(CH₃)₂ 612 R¹⁸ G¹CH(CH₃)₂ 613 R¹⁸ G² CH(CH₃)₂ 614 R¹⁸ G³ CH(CH₃)₂ 615 R¹⁸ G⁴ CH(CH₃)₂ 616R¹⁸ G⁵ CH(CH₃)₂ 617 R¹⁸ G⁶ CH(CH₃)₂ 618 R¹⁸ G⁷ CH(CH₃)₂ 619 R¹⁸ G⁸CH(CH₃)₂ 620 R¹⁸ G⁹ CH(CH₃)₂ 621 R¹⁸ G¹⁰ CH(CH₃)₂ 622 R¹⁹ G¹ CH(CH₃)₂623 R¹⁹ G² CH(CH₃)₂ 624 R¹⁹ G³ CH(CH₃)₂ 625 R¹⁹ G⁴ CH(CH₃)₂ 626 R¹⁹ G⁵CH(CH₃)₂ 627 R¹⁹ G⁶ CH(CH₃)₂ 628 R¹⁹ G⁷ CH(CH₃)₂ 629 R¹⁹ G⁸ CH(CH₃)₂ 630R¹⁹ G⁹ CH(CH₃)₂ 631 R¹⁹ G¹⁰ CH(CH₃)₂ 632 R²⁰ G¹ CH(CH₃)₂ 633 R²⁰ G²CH(CH₃)₂ 634 R²⁰ G³ CH(CH₃)₂ 635 R²⁰ G⁴ CH(CH₃)₂ 636 R²⁰ G⁵ CH(CH₃)₂ 637R²⁰ G⁶ CH(CH₃)₂ 638 R²⁰ G⁷ CH(CH₃)₂ 639 R²⁰ G⁸ CH(CH₃)₂ 640 R²⁰ G⁹CH(CH₃)₂where R¹ to R²⁰ have the following structures:

where G¹ to G¹⁰ have the following structures:

In any of the embodiments of the compound mentioned above, the compoundcan have a formula of M(L_(A))_(x)(L_(B))_(y)(L_(c))_(z) where L_(A) canbe any of the L_(A)s defined above, and L_(B) and L_(c) are each abidentate ligand; x is 1, 2, or 3; y is 0, 1, or 2; z is 0, 1, or 2; andx+y+z is the oxidation state of the metal M. In some embodiments of thecompound having the formula of M(L_(A))_(x)(L_(B))_(y)(L_(c))_(z), eachL_(B) can be independently selected from the group consisting of L_(B1)to L_(B263) whose structures are as follows

and each L_(C) can have the structure of L_(Cj-I), having the structuresbased on Structure I

or L_(Cj-II), having the structures based on Structure II

where j is an integer from 1 to 768; where for each L_(Cj) in L_(Cj-I)and L_(Cj-II), R¹ and R² are defined as provided below:

L_(Cj) R¹ R² L_(C1) R^(D1) R^(D1) L_(C2) R^(D2) R^(D2) L_(C3) R^(D3)R^(D3) L_(C4) R^(D4) R^(D4) L_(C5) R^(D5) R^(D5) L_(C6) R^(D6) R^(D6)L_(C7) R^(D7) R^(D7) L_(C8) R^(D8) R^(D8) L_(C9) R^(D9) R^(D9) L_(C10)R^(D10) R^(D10) L_(C11) R^(D11) R^(D11) L_(C12) R^(D12) R^(D12) L_(C13)R^(D13) R^(D13) L_(C14) R^(D14) R^(D14) L_(C15) R^(D15) R^(D15) L_(C16)R^(D16) R^(D16) L_(C17) R^(D17) R^(D17) L_(C18) R^(D18) R^(D18) L_(C19)R^(D19) R^(D19) L_(C20) R^(D20) R^(D20) L_(C21) R^(D21) R^(D21) L_(C22)R^(D22) R^(D22) L_(C23) R^(D23) R^(D23) L_(C24) R^(D24) R^(D24) L_(C25)R^(D25) R^(D25) L_(C26) R^(D26) R^(D26) L_(C27) R^(D27) R^(D27) L_(C28)R^(D28) R^(D28) L_(C29) R^(D29) R^(D29) L_(C30) R^(D30) R^(D30) L_(C31)R^(D31) R^(D31) L_(C32) R^(D32) R^(D32) L_(C33) R^(D33) R^(D33) L_(C34)R^(D34) R^(D34) L_(C35) R^(D35) R^(D35) L_(C36) R^(D36) R^(D36) L_(C37)R^(D37) R^(D37) L_(C38) R^(D38) R^(D38) L_(C39) R^(D39) R^(D39) L_(C40)R^(D40) R^(D40) L_(C41) R^(D41) R^(D41) L_(C42) R^(D42) R^(D42) L_(C43)R^(D43) R^(D43) L_(C44) R^(D44) R^(D44) L_(C45) R^(D45) R^(D45) L_(C46)R^(D46) R^(D46) L_(C47) R^(D47) R^(D47) L_(C48) R^(D48) R^(D48) L_(C49)R^(D49) R^(D49) L_(C50) R^(D50) R^(D50) L_(C51) R^(D51) R^(D51) L_(C52)R^(D52) R^(D52) L_(C53) R^(D53) R^(D53) L_(C54) R^(D54) R^(D54) L_(C55)R^(D55) R^(D55) L_(C56) R^(D56) R^(D56) L_(C57) R^(D57) R^(D57) L_(C58)R^(D58) R^(D58) L_(C59) R^(D59) R^(D59) L_(C60) R^(D60) R^(D60) L_(C61)R^(D61) R^(D61) L_(C62) R^(D62) R^(D62) L_(C63) R^(D63) R^(D63) L_(C64)R^(D64) R^(D64) L_(C65) R^(D65) R^(D65) L_(C66) R^(D66) R^(D66) L_(C67)R^(D67) R^(D67) L_(C68) R^(D68) R^(D68) L_(C69) R^(D69) R^(D69) L_(C70)R^(D70) R^(D70) L_(C71) R^(D71) R^(D71) L_(C72) R^(D72) R^(D72) L_(C73)R^(D73) R^(D73) L_(C74) R^(D74) R^(D74) L_(C75) R^(D75) R^(D75) L_(C76)R^(D76) R^(D76) L_(C77) R^(D77) R^(D77) L_(C78) R^(D78) R^(D78) L_(C79)R^(D79) R^(D79) L_(C80) R^(D80) R^(D80) L_(C81) R^(D81) R^(D81) L_(C82)R^(D82) R^(D82) L_(C83) R^(D83) R^(D83) L_(C84) R^(D84) R^(D84) L_(C85)R^(D85) R^(D85) L_(C86) R^(D86) R^(D86) L_(C87) R^(D87) R^(D87) L_(C88)R^(D88) R^(D88) L_(C89) R^(D89) R^(D89) L_(C90) R^(D90) R^(D90) L_(C91)R^(D91) R^(D91) L_(C92) R^(D92) R^(D92) L_(C93) R^(D93) R^(D93) L_(C94)R^(D94) R^(D94) L_(C95) R^(D95) R^(D95) L_(C96) R^(D96) R^(D96) L_(C97)R^(D97) R^(D97) L_(C98) R^(D98) R^(D98) L_(C99) R^(D99) R^(D99) L_(C100)R^(D100) R^(D100) L_(C101) R^(D101) R^(D101) L_(C102) R^(D102) R^(D102)L_(C103) R^(D103) R^(D103) L_(C104) R^(D104) R^(D104) L_(C105) R^(D105)R^(D105) L_(C106) R^(D106) R^(D106) L_(C107) R^(D107) R^(D107) L_(C108)R^(D108) R^(D108) L_(C109) R^(D109) R^(D109) L_(C110) R^(D110) R^(D110)L_(C111) R^(D111) R^(D111) L_(C112) R^(D112) R^(D112) L_(C113) R^(D113)R^(D113) L_(C114) R^(D114) R^(D114) L_(C115) R^(D115) R^(D115) L_(C116)R^(D116) R^(D116) L_(C117) R^(D117) R^(D117) L_(C118) R^(D118) R^(D118)L_(C119) R^(D119) R^(D119) L_(C120) R^(D120) R^(D120) L_(C121) R^(D121)R^(D121) L_(C122) R^(D122) R^(D122) L_(C123) R^(D123) R^(D123) L_(C124)R^(D124) R^(D124) L_(C125) R^(D125) R^(D125) L_(C126) R^(D126) R^(D126)L_(C127) R^(D127) R^(D127) L_(C128) R^(D128) R^(D128) L_(C129) R^(D129)R^(D129) L_(C130) R^(D130) R^(D130) L_(C131) R^(D131) R^(D131) L_(C132)R^(D132) R^(D132) L_(C133) R^(D133) R^(D133) L_(C134) R^(D134) R^(D134)L_(C135) R^(D135) R^(D135) L_(C136) R^(D136) R^(D136) L_(C137) R^(D137)R^(D137) L_(C138) R^(D138) R^(D138) L_(C139) R^(D139) R^(D139) L_(C140)R^(D140) R^(D140) L_(C141) R^(D141) R^(D141) L_(C142) R^(D142) R^(D142)L_(C143) R^(D143) R^(D143) L_(C144) R^(D144) R^(D144) L_(C145) R^(D145)R^(D145) L_(C146) R^(D146) R^(D146) L_(C147) R^(D147) R^(D147) L_(C148)R^(D148) R^(D148) L_(C149) R^(D149) R^(D149) L_(C150) R^(D150) R^(D150)L_(C151) R^(D151) R^(D151) L_(C152) R^(D152) R^(D152) L_(C153) R^(D153)R^(D153) L_(C154) R^(D154) R^(D154) L_(C155) R^(D155) R^(D155) L_(C156)R^(D156) R^(D156) L_(C157) R^(D157) R^(D157) L_(C158) R^(D158) R^(D158)L_(C159) R^(D159) R^(D159) L_(C160) R^(D160) R^(D160) L_(C161) R^(D161)R^(D161) L_(C162) R^(D162) R^(D162) L_(C163) R^(D163) R^(D163) L_(C164)R^(D164) R^(D164) L_(C165) R^(D165) R^(D165) L_(C166) R^(D166) R^(D166)L_(C167) R^(D167) R^(D167) L_(C168) R^(D168) R^(D168) L_(C169) R^(D169)R^(D169) L_(C170) R^(D170) R^(D170) L_(C171) R^(D171) R^(D171) L_(C172)R^(D172) R^(D172) L_(C173) R^(D173) R^(D173) L_(C174) R^(D174) R^(D174)L_(C175) R^(D175) R^(D175) L_(C176) R^(D176) R^(D176) L_(C177) R^(D177)R^(D177) L_(C178) R^(D178) R^(D178) L_(C179) R^(D179) R^(D179) L_(C180)R^(D180) R^(D180) L_(C181) R^(D181) R^(D181) L_(C182) R^(D182) R^(D182)L_(C183) R^(D183) R^(D183) L_(C184) R^(D184) R^(D184) L_(C185) R^(D185)R^(D185) L_(C186) R^(D186) R^(D186) L_(C187) R^(D187) R^(D187) L_(C188)R^(D188) R^(D188) L_(C189) R^(D189) R^(D189) L_(C190) R^(D190) R^(D190)L_(C191) R^(D191) R^(D191) L_(C192) R^(D192) R^(D192) L_(C193) R^(D1)R^(D3) L_(C194) R^(D1) R^(D4) L_(C195) R^(D1) R^(D5) L_(C196) R^(D1)R^(D9) L_(C197) R^(D1) R^(D10) L_(C198) R^(D1) R^(D17) L_(C199) R^(D1)R^(D18) L_(C200) R^(D1) R^(D20) L_(C201) R^(D1) R^(D22) L_(C202) R^(D1)R^(D37) L_(C203) R^(D1) R^(D40) L_(C204) R^(D1) R^(D41) L_(C205) R^(D1)R^(D42) L_(C206) R^(D1) R^(D43) L_(C207) R^(D1) R^(D48) L_(C208) R^(D1)R^(D49) L_(C209) R^(D1) R^(D50) L_(C210) R^(D1) R^(D54) L_(C211) R^(D1)R^(D55) L_(C212) R^(D1) R^(D58) L_(C213) R^(D1) R^(D59) L_(C214) R^(D1)R^(D78) L_(C215) R^(D1) R^(D79) L_(C216) R^(D1) R^(D81) L_(C217) R^(D1)R^(D87) L_(C218) R^(D1) R^(D88) L_(C219) R^(D1) R^(D89) L_(C220) R^(D1)R^(D93) L_(C221) R^(D1) R^(D116) L_(C222) R^(D1) R^(D117) L_(C223)R^(D1) R^(D118) L_(C224) R^(D1) R^(D119) L_(C225) R^(D1) R^(D120)L_(C226) R^(D1) R^(D133) L_(C227) R^(D1) R^(D134) L_(C228) R^(D1)R^(D135) L_(C229) R^(D1) R^(D136) L_(C230) R^(D1) R^(D143) L_(C231)R^(D1) R^(D144) L_(C232) R^(D1) R^(D145) L_(C233) R^(D1) R^(D146)L_(C234) R^(D1) R^(D147) L_(C235) R^(D1) R^(D149) L_(C236) R^(D1)R^(D151) L_(C237) R^(D1) R^(D154) L_(C238) R^(D1) R^(D155) L_(C239)R^(D1) R^(D161) L_(C240) R^(D1) R^(D175) L_(C241) R^(D4) R^(D3) L_(C242)R^(D4) R^(D5) L_(C243) R^(D4) R^(D9) L_(C244) R^(D4) R^(D10) L_(C245)R^(D4) R^(D17) L_(C246) R^(D4) R^(D18) L_(C247) R^(D4) R^(D20) L_(C248)R^(D4) R^(D22) L_(C249) R^(D4) R^(D37) L_(C250) R^(D4) R^(D40) L_(C251)R^(D4) R^(D41) L_(C252) R^(D4) R^(D42) L_(C253) R^(D4) R^(D43) L_(C254)R^(D4) R^(D48) L_(C255) R^(D4) R^(D49) L_(C256) R^(D4) R^(D50) L_(C257)R^(D4) R^(D54) L_(C258) R^(D4) R^(D55) L_(C259) R^(D4) R^(D58) L_(C260)R^(D4) R^(D59) L_(C261) R^(D4) R^(D78) L_(C262) R^(D4) R^(D79) L_(C263)R^(D4) R^(D81) L_(C264) R^(D4) R^(D87) L_(C265) R^(D4) R^(D88) L_(C266)R^(D4) R^(D89) L_(C267) R^(D4) R^(D93) L_(C268) R^(D4) R^(D116) L_(C269)R^(D4) R^(D117) L_(C270) R^(D4) R^(D118) L_(C271) R^(D4) R^(D119)L_(C272) R^(D4) R^(D120) L_(C273) R^(D4) R^(D133) L_(C274) R^(D4)R^(D134) L_(C275) R^(D4) R^(D135) L_(C276) R^(D4) R^(D136) L_(C277)R^(D4) R^(D143) L_(C278) R^(D4) R^(D144) L_(C279) R^(D4) R^(D145)L_(C280) R^(D4) R^(D146) L_(C281) R^(D4) R^(D147) L_(C282) R^(D4)R^(D149) L_(C283) R^(D4) R^(D151) L_(C284) R^(D4) R^(D154) L_(C285)R^(D4) R^(D155) L_(C286) R^(D4) R^(D161) L_(C287) R^(D4) R^(D175)L_(C288) R^(D9) R^(D3) L_(C289) R^(D9) R^(D5) L_(C290) R^(D9) R^(D10)L_(C291) R^(D9) R^(D17) L_(C292) R^(D9) R^(D18) L_(C293) R^(D9) R^(D20)L_(C294) R^(D9) R^(D22) L_(C295) R^(D9) R^(D37) L_(C296) R^(D9) R^(D40)L_(C297) R^(D9) R^(D41) L_(C298) R^(D9) R^(D42) L_(C299) R^(D9) R^(D43)L_(C300) R^(D9) R^(D48) L_(C301) R^(D9) R^(D49) L_(C302) R^(D9) R^(D50)L_(C303) R^(D9) R^(D54) L_(C304) R^(D9) R^(D55) L_(C305) R^(D9) R^(D58)L_(C306) R^(D9) R^(D59) L_(C307) R^(D9) R^(D78) L_(C308) R^(D9) R^(D79)L_(C309) R^(D9) R^(D81) L_(C310) R^(D9) R^(D87) L_(C311) R^(D9) R^(D88)L_(C312) R^(D9) R^(D89) L_(C313) R^(D9) R^(D93) L_(C314) R^(D9) R^(D116)L_(C315) R^(D9) R^(D117) L_(C316) R^(D9) R^(D118) L_(C317) R^(D9)R^(D119) L_(C318) R^(D9) R^(D120) L_(C319) R^(D9) R^(D133) L_(C320)R^(D9) R^(D134) L_(C321) R^(D9) R^(D135) L_(C322) R^(D9) R^(D136)L_(C323) R^(D9) R^(D143) L_(C324) R^(D9) R^(D144) L_(C325) R^(D9)R^(D145) L_(C326) R^(D9) R^(D146) L_(C327) R^(D9) R^(D147) L_(C328)R^(D9) R^(D149) L_(C329) R^(D9) R^(D151) L_(C330) R^(D9) R^(D154)L_(C331) R^(D9) R^(D155) L_(C332) R^(D9) R^(D161) L_(C333) R^(D9)R^(D175) L_(C334) R^(D10) R^(D3) L_(C335) R^(D10) R^(D5) L_(C336)R^(D10) R^(D17) L_(C337) R^(D10) R^(D18) L_(C338) R^(D10) R^(D20)L_(C339) R^(D10) R^(D22) L_(C340) R^(D10) R^(D37) L_(C341) R^(D10)R^(D40) L_(C342) R^(D10) R^(D41) L_(C343) R^(D10) R^(D42) L_(C344)R^(D10) R^(D43) L_(C345) R^(D10) R^(D48) L_(C346) R^(D10) R^(D49)L_(C347) R^(D10) R^(D50) L_(C348) R^(D10) R^(D54) L_(C349) R^(D10)R^(D55) L_(C350) R^(D10) R^(D58) L_(C351) R^(D10) R^(D59) L_(C352)R^(D10) R^(D78) L_(C353) R^(D10) R^(D79) L_(C354) R^(D10) R^(D81)L_(C355) R^(D10) R^(D87) L_(C356) R^(D10) R^(D88) L_(C357) R^(D10)R^(D89) L_(C358) R^(D10) R^(D93) L_(C359) R^(D10) R^(D116) L_(C360)R^(D10) R^(D117) L_(C361) R^(D10) R^(D118) L_(C362) R^(D10) R^(D119)L_(C363) R^(D10) R^(D120) L_(C364) R^(D10) R^(D133) L_(C365) R^(D10)R^(D134) L_(C366) R^(D10) R^(D135) L_(C367) R^(D10) R^(D136) L_(C368)R^(D10) R^(D143) L_(C369) R^(D10) R^(D144) L_(C370) R^(D10) R^(D145)L_(C371) R^(D10) R^(D146) L_(C372) R^(D10) R^(D147) L_(C373) R^(D10)R^(D149) L_(C374) R^(D10) R^(D151) L_(C375) R^(D10) R^(D154) L_(C376)R^(D10) R^(D155) L_(C377) R^(D10) R^(D161) L_(C378) R^(D10) R^(D175)L_(C379) R^(D17) R^(D3) L_(C380) R^(D17) R^(D5) L_(C381) R^(D17) R^(D18)L_(C382) R^(D17) R^(D20) L_(C383) R^(D17) R^(D22) L_(C384) R^(D17)R^(D37) L_(C385) R^(D17) R^(D40) L_(C386) R^(D17) R^(D41) L_(C387)R^(D17) R^(D42) L_(C388) R^(D17) R^(D43) L_(C389) R^(D17) R^(D48)L_(C390) R^(D17) R^(D49) L_(C391) R^(D17) R^(D50) L_(C392) R^(D17)R^(D54) L_(C393) R^(D17) R^(D55) L_(C394) R^(D17) R^(D58) L_(C395)R^(D17) R^(D59) L_(C396) R^(D17) R^(D78) L_(C397) R^(D17) R^(D79)L_(C398) R^(D17) R^(D81) L_(C399) R^(D17) R^(D87) L_(C400) R^(D17)R^(D88) L_(C401) R^(D17) R^(D89) L_(C402) R^(D17) R^(D93) L_(C403)R^(D17) R^(D116) L_(C404) R^(D17) R^(D117) L_(C405) R^(D17) R^(D118)L_(C406) R^(D17) R^(D119) L_(C407) R^(D17) R^(D120) L_(C408) R^(D17)R^(D133) L_(C409) R^(D17) R^(D134) L_(C410) R^(D17) R^(D135) L_(C411)R^(D17) R^(D136) L_(C412) R^(D17) R^(D143) L_(C413) R^(D17) R^(D144)L_(C414) R^(D17) R^(D145) L_(C415) R^(D17) R^(D146) L_(C416) R^(D17)R^(D147) L_(C417) R^(D17) R^(D149) L_(C418) R^(D17) R^(D151) L_(C419)R^(D17) R^(D154) L_(C420) R^(D17) R^(D155) L_(C421) R^(D17) R^(D161)L_(C422) R^(D17) R^(D175) L_(C423) R^(D50) R^(D3) L_(C424) R^(D50)R^(D5) L_(C425) R^(D50) R^(D18) L_(C426) R^(D50) R^(D20) L_(C427)R^(D50) R^(D22) L_(C428) R^(D50) R^(D37) L_(C429) R^(D50) R^(D40)L_(C430) R^(D50) R^(D41) L_(C431) R^(D50) R^(D42) L_(C432) R^(D50)R^(D43) L_(C433) R^(D50) R^(D48) L_(C434) R^(D50) R^(D49) L_(C435)R^(D50) R^(D54) L_(C436) R^(D50) R^(D55) L_(C437) R^(D50) R^(D58)L_(C438) R^(D50) R^(D59) L_(C439) R^(D50) R^(D78) L_(C440) R^(D50)R^(D79) L_(C441) R^(D50) R^(D81) L_(C442) R^(D50) R^(D87) L_(C443)R^(D50) R^(D88) L_(C444) R^(D50) R^(D89) L_(C445) R^(D50) R^(D93)L_(C446) R^(D50) R^(D116) L_(C447) R^(D50) R^(D117) L_(C448) R^(D50)R^(D118) L_(C449) R^(D50) R^(D119) L_(C450) R^(D50) R^(D120) L_(C451)R^(D50) R^(D133) L_(C452) R^(D50) R^(D134) L_(C453) R^(D50) R^(D135)L_(C454) R^(D50) R^(D136) L_(C455) R^(D50) R^(D143) L_(C456) R^(D50)R^(D144) L_(C457) R^(D50) R^(D145) L_(C458) R^(D50) R^(D146) L_(C459)R^(D50) R^(D147) L_(C460) R^(D50) R^(D149) L_(C461) R^(D50) R^(D151)L_(C462) R^(D50) R^(D154) L_(C463) R^(D50) R^(D155) L_(C464) R^(D50)R^(D161) L_(C465) R^(D50) R^(D175) L_(C466) R^(D55) R^(D3) L_(C467)R^(D55) R^(D5) L_(C468) R^(D55) R^(D18) L_(C469) R^(D55) R^(D20)L_(C470) R^(D55) R^(D22) L_(C471) R^(D55) R^(D37) L_(C472) R^(D55)R^(D40) L_(C473) R^(D55) R^(D41) L_(C474) R^(D55) R^(D42) L_(C475)R^(D55) R^(D43) L_(C476) R^(D55) R^(D48) L_(C477) R^(D55) R^(D49)L_(C478) R^(D55) R^(D54) L_(C479) R^(D55) R^(D58) L_(C480) R^(D55)R^(D59) L_(C481) R^(D55) R^(D78) L_(C482) R^(D55) R^(D79) L_(C483)R^(D55) R^(D81) L_(C484) R^(D55) R^(D87) L_(C485) R^(D55) R^(D88)L_(C486) R^(D55) R^(D89) L_(C487) R^(D55) R^(D93) L_(C488) R^(D55)R^(D116) L_(C489) R^(D55) R^(D117) L_(C490) R^(D55) R^(D118) L_(C491)R^(D55) R^(D119) L_(C492) R^(D55) R^(D120) L_(C493) R^(D55) R^(D133)L_(C494) R^(D55) R^(D134) L_(C495) R^(D55) R^(D135) L_(C496) R^(D55)R^(D136) L_(C497) R^(D55) R^(D143) L_(C498) R^(D55) R^(D144) L_(C499)R^(D55) R^(D145) L_(C500) R^(D55) R^(D146) L_(C501) R^(D55) R^(D147)L_(C502) R^(D55) R^(D149) L_(C503) R^(D55) R^(D151) L_(C504) R^(D55)R^(D154) L_(C505) R^(D55) R^(D155) L_(C506) R^(D55) R^(D161) L_(C507)R^(D55) R^(D175) L_(C508) R^(D116) R^(D3) L_(C509) R^(D116) R^(D5)L_(C510) R^(D116) R^(D17) L_(C511) R^(D116) R^(D18) L_(C512) R^(D116)R^(D20) L_(C513) R^(D116) R^(D22) L_(C514) R^(D116) R^(D37) L_(C515)R^(D116) R^(D40) L_(C516) R^(D116) R^(D41) L_(C517) R^(D116) R^(D42)L_(C518) R^(D116) R^(D43) L_(C519) R^(D116) R^(D48) L_(C520) R^(D116)R^(D49) L_(C521) R^(D116) R^(D54) L_(C522) R^(D116) R^(D58) L_(C523)R^(D116) R^(D59) L_(C524) R^(D116) R^(D78) L_(C525) R^(D116) R^(D79)L_(C526) R^(D116) R^(D81) L_(C527) R^(D116) R^(D87) L_(C528) R^(D116)R^(D88) L_(C529) R^(D116) R^(D89) L_(C530) R^(D116) R^(D93) L_(C531)R^(D116) R^(D117) L_(C532) R^(D116) R^(D118) L_(C533) R^(D116) R^(D119)L_(C534) R^(D116) R^(D120) L_(C535) R^(D116) R^(D133) L_(C536) R^(D116)R^(D134) L_(C537) R^(D116) R^(D135) L_(C538) R^(D116) R^(D136) L_(C539)R^(D116) R^(D143) L_(C540) R^(D116) R^(D144) L_(C541) R^(D116) R^(D145)L_(C542) R^(D116) R^(D146) L_(C543) R^(D116) R^(D147) L_(C544) R^(D116)R^(D149) L_(C545) R^(D116) R^(D151) L_(C546) R^(D116) R^(D154) L_(C547)R^(D116) R^(D155) L_(C548) R^(D116) R^(D161) L_(C549) R^(D116) R^(D175)L_(C550) R^(D143) R^(D3) L_(C551) R^(D143) R^(D5) L_(C552) R^(D143)R^(D17) L_(C553) R^(D143) R^(D18) L_(C554) R^(D143) R^(D20) L_(C555)R^(D143) R^(D22) L_(C556) R^(D143) R^(D37) L_(C557) R^(D143) R^(D40)L_(C558) R^(D143) R^(D41) L_(C559) R^(D143) R^(D42) L_(C560) R^(D143)R^(D43) L_(C561) R^(D143) R^(D48) L_(C562) R^(D143) R^(D49) L_(C563)R^(D143) R^(D54) L_(C564) R^(D143) R^(D58) L_(C565) R^(D143) R^(D59)L_(C566) R^(D143) R^(D78) L_(C567) R^(D143) R^(D79) L_(C568) R^(D143)R^(D81) L_(C569) R^(D143) R^(D87) L_(C570) R^(D143) R^(D88) L_(C571)R^(D143) R^(D89) L_(C572) R^(D143) R^(D93) L_(C573) R^(D143) R^(D116)L_(C574) R^(D143) R^(D117) L_(C575) R^(D143) R^(D118) L_(C576) R^(D143)R^(D119) L_(C577) R^(D143) R^(D120) L_(C578) R^(D143) R^(D133) L_(C579)R^(D143) R^(D134) L_(C580) R^(D143) R^(D135) L_(C581) R^(D143) R^(D136)L_(C582) R^(D143) R^(D144) L_(C583) R^(D143) R^(D145) L_(C584) R^(D143)R^(D146) L_(C585) R^(D143) R^(D147) L_(C586) R^(D143) R^(D149) L_(C587)R^(D143) R^(D151) L_(C588) R^(D143) R^(D154) L_(C589) R^(D143) R^(D155)L_(C590) R^(D143) R^(D161) L_(C591) R^(D143) R^(D175) L_(C592) R^(D144)R^(D3) L_(C593) R^(D144) R^(D5) L_(C594) R^(D144) R^(D17) L_(C595)R^(D144) R^(D18) L_(C596) R^(D144) R^(D20) L_(C597) R^(D144) R^(D22)L_(C598) R^(D144) R^(D37) L_(C599) R^(D144) R^(D40) L_(C600) R^(D144)R^(D41) L_(C601) R^(D144) R^(D42) L_(C602) R^(D144) R^(D43) L_(C603)R^(D144) R^(D48) L_(C604) R^(D144) R^(D49) L_(C605) R^(D144) R^(D54)L_(C606) R^(D144) R^(D58) L_(C607) R^(D144) R^(D59) L_(C608) R^(D144)R^(D78) L_(C609) R^(D144) R^(D79) L_(C610) R^(D144) R^(D81) L_(C611)R^(D144) R^(D87) L_(C612) R^(D144) R^(D88) L_(C613) R^(D144) R^(D89)L_(C614) R^(D144) R^(D93) L_(C615) R^(D144) R^(D116) L_(C616) R^(D144)R^(D117) L_(C617) R^(D144) R^(D118) L_(C618) R^(D144) R^(D119) L_(C619)R^(D144) R^(D120) L_(C620) R^(D144) R^(D133) L_(C621) R^(D144) R^(D134)L_(C622) R^(D144) R^(D135) L_(C623) R^(D144) R^(D136) L_(C624) R^(D144)R^(D145) L_(C625) R^(D144) R^(D146) L_(C626) R^(D144) R^(D147) L_(C627)R^(D144) R^(D149) L_(C628) R^(D144) R^(D151) L_(C629) R^(D144) R^(D154)L_(C630) R^(D144) R^(D155) L_(C631) R^(D144) R^(D161) L_(C632) R^(D144)R^(D175) L_(C633) R^(D145) R^(D3) L_(C634) R^(D145) R^(D5) L_(C635)R^(D145) R^(D17) L_(C636) R^(D145) R^(D18) L_(C637) R^(D145) R^(D20)L_(C638) R^(D145) R^(D22) L_(C639) R^(D145) R^(D37) L_(C640) R^(D145)R^(D40) L_(C641) R^(D145) R^(D41) L_(C642) R^(D145) R^(D42) L_(C643)R^(D145) R^(D43) L_(C644) R^(D145) R^(D48) L_(C645) R^(D145) R^(D49)L_(C646) R^(D145) R^(D54) L_(C647) R^(D145) R^(D58) L_(C648) R^(D145)R^(D59) L_(C649) R^(D145) R^(D78) L_(C650) R^(D145) R^(D79) L_(C651)R^(D145) R^(D81) L_(C652) R^(D145) R^(D87) L_(C653) R^(D145) R^(D88)L_(C654) R^(D145) R^(D89) L_(C655) R^(D145) R^(D93) L_(C656) R^(D145)R^(D116) L_(C657) R^(D145) R^(D117) L_(C658) R^(D145) R^(D118) L_(C659)R^(D145) R^(D119) L_(C660) R^(D145) R^(D120) L_(C661) R^(D145) R^(D133)L_(C662) R^(D145) R^(D134) L_(C663) R^(D145) R^(D135) L_(C664) R^(D145)R^(D136) L_(C665) R^(D145) R^(D146) L_(C666) R^(D145) R^(D147) L_(C667)R^(D145) R^(D149) L_(C668) R^(D145) R^(D151) L_(C669) R^(D145) R^(D154)L_(C670) R^(D145) R^(D155) L_(C671) R^(D145) R^(D161) L_(C672) R^(D145)R^(D175) L_(C673) R^(D146) R^(D3) L_(C674) R^(D146) R^(D5) L_(C675)R^(D146) R^(D17) L_(C676) R^(D146) R^(D18) L_(C677) R^(D146) R^(D20)L_(C678) R^(D146) R^(D22) L_(C679) R^(D146) R^(D37) L_(C680) R^(D146)R^(D40) L_(C681) R^(D146) R^(D41) L_(C682) R^(D146) R^(D42) L_(C683)R^(D146) R^(D43) L_(C684) R^(D146) R^(D48) L_(C685) R^(D146) R^(D49)L_(C686) R^(D146) R^(D54) L_(C687) R^(D146) R^(D58) L_(C688) R^(D146)R^(D59) L_(C689) R^(D146) R^(D78) L_(C690) R^(D146) R^(D79) L_(C691)R^(D146) R^(D81) L_(C692) R^(D146) R^(D87) L_(C693) R^(D146) R^(D88)L_(C694) R^(D146) R^(D89) L_(C695) R^(D146) R^(D93) L_(C696) R^(D146)R^(D117) L_(C697) R^(D146) R^(D118) L_(C698) R^(D146) R^(D119) L_(C699)R^(D146) R^(D120) L_(C700) R^(D146) R^(D133) L_(C701) R^(D146) R^(D134)L_(C702) R^(D146) R^(D135) L_(C703) R^(D146) R^(D136) L_(C704) R^(D146)R^(D146) L_(C705) R^(D146) R^(D147) L_(C706) R^(D146) R^(D149) L_(C707)R^(D146) R^(D151) L_(C708) R^(D146) R^(D154) L_(C709) R^(D146) R^(D155)L_(C710) R^(D146) R^(D161) L_(C711) R^(D146) R^(D175) L_(C712) R^(D133)R^(D3) L_(C713) R^(D133) R^(D5) L_(C714) R^(D133) R^(D3) L_(C715)R^(D133) R^(D18) L_(C716) R^(D133) R^(D20) L_(C717) R^(D133) R^(D22)L_(C718) R^(D133) R^(D37) L_(C719) R^(D133) R^(D40) L_(C720) R^(D133)R^(D41) L_(C721) R^(D133) R^(D42) L_(C722) R^(D133) R^(D43) L_(C723)R^(D133) R^(D48) L_(C724) R^(D133) R^(D49) L_(C725) R^(D133) R^(D54)L_(C726) R^(D133) R^(D58) L_(C727) R^(D133) R^(D59) L_(C728) R^(D133)R^(D78) L_(C729) R^(D133) R^(D79) L_(C730) R^(D133) R^(D81) L_(C731)R^(D133) R^(D87) L_(C732) R^(D133) R^(D88) L_(C733) R^(D133) R^(D89)L_(C734) R^(D133) R^(D93) L_(C735) R^(D133) R^(D117) L_(C736) R^(D133)R^(D118) L_(C737) R^(D133) R^(D119) L_(C738) R^(D133) R^(D120) L_(C739)R^(D133) R^(D133) L_(C740) R^(D133) R^(D134) L_(C741) R^(D133) R^(D135)L_(C742) R^(D133) R^(D136) L_(C743) R^(D133) R^(D146) L_(C744) R^(D133)R^(D147) L_(C745) R^(D133) R^(D149) L_(C746) R^(D133) R^(D151) L_(C747)R^(D133) R^(D154) L_(C748) R^(D133) R^(D155) L_(C749) R^(D133) R^(D161)L_(C750) R^(D133) R^(D175) L_(C751) R^(D175) R^(D3) L_(C752) R^(D175)R^(D5) L_(C753) R^(D175) R^(D18) L_(C754) R^(D175) R^(D20) L_(C755)R^(D175) R^(D22) L_(C756) R^(D175) R^(D37) L_(C757) R^(D175) R^(D40)L_(C758) R^(D175) R^(D41) L_(C759) R^(D175) R^(D42) L_(C760) R^(D175)R^(D43) L_(C761) R^(D175) R^(D48) L_(C762) R^(D175) R^(D49) L_(C763)R^(D175) R^(D54) L_(C764) R^(D175) R^(D58) L_(C765) R^(D175) R^(D59)L_(C766) R^(D175) R^(D78) L_(C767) R^(D175) R^(D79) L_(C768) R^(D175)R^(D81)where R^(D1) to R^(D192) have the following structures:

In any of the embodiments of the compound mentioned above, when M is Ir,the compound can have a formula selected from the group consisting ofIr(L_(A))₃, Ir(L_(A))(L_(B))₂, Ir(L_(A))₂(L_(B)), Ir(L_(A))₂(L_(C)), andIr(L_(A))(L_(B))(L_(C)); and wherein L_(A), L_(B), and L_(C) aredifferent from each other. L_(A), L_(B), and L_(C) can be any of thestructures defined above for L_(A), L_(B), and L_(C).

In any of the embodiments of the compound mentioned above, when M is Pt,the compound can have a formula of Pt(L_(A))(L_(B)), where L_(A) andL_(B) can be same or different. L_(A) and L_(B) can be connected to forma tetradentate ligand. L_(A) and L_(B) can be any of the structuresdefined above for L_(A) and L_(B).

In the embodiments of the compound having the formula ofM(L_(A))_(x)(L_(B))_(y)(L_(C))_(z) where L_(B) and L_(C) are each abidentate ligand; x is 1, 2, or 3; y is 0, 1, or 2; z is 0, 1, or 2; andx+y+z is the oxidation state of the metal M, each L_(B) and L_(C) can beindependently selected from the group consisting of:

where, each Y¹ to Y¹³ is independently selected from the groupconsisting of carbon and nitrogen; Y′ is selected from the groupconsisting of B R_(e), N R_(e), P R_(e), O, S, Se, C═O, S═O, SO₂,CR_(e)R_(f), SiR_(e)R_(f), and GeR_(e)R_(f); R_(e) and R_(f) can befused or joined to form a ring; each R_(a), R_(b), R_(e), and R_(d)independently represents from mono substitution to the maximum possiblenumber of substitutions, or no substitution; each R_(a), R_(b), R_(c),R_(d), R_(e) and R_(f) is independently a hydroge or a substituentselected from the group consisting of deuterium, halide, alkyl,cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl,alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl,carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl,sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof; and anytwo adjacent substituents of R_(a), R_(b), R_(c), and R_(d) can be fusedor joined to form a ring or form a multidentate ligand. In suchembodiments of the compound, each L_(B) and L_(C) can be independentlyselected from the group consisting of:

In the embodiments of the compound having a formula selected from thegroup consisting of Ir(L_(A))₃, Ir(L_(A))(L_(B))₂, Ir(L_(A))₂(L_(B)),Ir(L_(A))₂(L_(c)), and Ir(L_(A))(L_(B))(L_(c)); and wherein L_(A),L_(B), and L_(C) are different from each other, the compound can beCompound Ax-F having the formula Ir(L_(Ai-f))₃, Compound By-F having theformula Ir(L_(Ai-f))(L_(Bk))₂, or Compound Cz-F having the formulaIr(L_(Ai-f))₂(L_(Cj));

where x=i, F=f, y=263i+k−263, and z=768i+j−768;

where i is an integer from 1 to 640, f is an integer from 1 to 15, and kis an integer from 1 to 263, and j is an integer from 1 to 768;

where L_(Bk) have the structures L_(B1) to L_(B263); and

L_(Cj) can have one of the structures L_(Cj-I) and L_(Cj-II) definedabove.

An organic light emitting device (OLED) incorporating the novel compoundof the present disclosure is also disclosed. The OLED comprises: ananode; a cathode; and an organic layer, disposed between the anode andthe cathode, comprising a compound comprising a first ligand L_(A) ofFormula I

where, T is a fused ring system that comprises a structure of Formula II

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of the general substituents defined herein;L_(A) is complexed to a metal M to form a 5-membered chelate ring; M canbe coordinated to other ligands; and the ligand L_(A) can be linked withother ligands to comprise a tridentate, tetradentate, pentadentate, orhexadentate ligand; and any two substituents can be joined or fusedtogether to form a ring.

In some embodiments of the OLED, the organic layer is an emissive layerand the compound can be an emissive dopant or a non-emissive dopant. Insome embodiments of the OLED, the organic layer further comprises ahost, wherein host comprises at least one chemical group selected fromthe group consisting of triphenylene, carbazole, dibenzothiphene,dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole,aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene. Insome embodiments, the host can be selected from the group consisting of:

and combinations thereof. The OLED of claim 26, wherein the organiclayer further comprises a host, wherein the host comprises a metalcomplex.

A consumer product comprising such OLED is also disclosed. The OLEDcomprising: an anode; a cathode; and an organic layer, disposed betweenthe anode and the cathode, comprising a compound comprising a firstligand L_(A) of Formula I

where, T is a fused ring system that comprises a structure of Formula II

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of the general substituents defined herein;L_(A) is complexed to a metal M to form a 5-membered chelate ring; M canbe coordinated to other ligands; and the ligand L_(A) can be linked withother ligands to comprise a tridentate, tetradentate, pentadentate, orhexadentate ligand; andany two substituents can be joined or fused together to form a ring.

In some embodiments, the OLED has one or more characteristics selectedfrom the group consisting of being flexible, being rollable, beingfoldable, being stretchable, and being curved. In some embodiments, theOLED is transparent or semi-transparent. In some embodiments, the OLEDfurther comprises a layer comprising carbon nanotubes.

In some embodiments, the OLED further comprises a layer comprising adelayed fluorescent emitter. In some embodiments, the OLED comprises aRGB pixel arrangement or white plus color filter pixel arrangement. Insome embodiments, the OLED is a mobile device, a hand held device, or awearable device. In some embodiments, the OLED is a display panel havingless than 10 inch diagonal or 50 square inch area. In some embodiments,the OLED is a display panel having at least 10 inch diagonal or 50square inch area. In some embodiments, the OLED is a lighting panel.

In some embodiments, the compound can be an emissive dopant. In someembodiments, the compound can produce emissions via phosphorescence,fluorescence, thermally activated delayed fluorescence, i.e., TADF (alsoreferred to as E-type delayed fluorescence; see, e.g., U.S. applicationSer. No. 15/700,352, published on Mar. 14, 2019 as U.S. patentapplication publication No. 2019/0081248, which is hereby incorporatedby reference in its entirety), triplet-triplet annihilation, orcombinations of these processes. In some embodiments, the emissivedopant can be a racemic mixture, or can be enriched in one enantiomer.In some embodiments, the compound can be homoleptic (each ligand is thesame). In some embodiments, the compound can be heteroleptic (at leastone ligand is different from others).

When there are more than one ligand coordinated to a metal, the ligandscan all be the same in some embodiments. In some other embodiments, atleast one ligand is different from the other ligand(s). In someembodiments, every ligand can be different from each other. This is alsotrue in embodiments where a ligand being coordinated to a metal can belinked with other ligands being coordinated to that metal to form atridentate, tetradentate, pentadentate, or hexadentate ligands. Thus,where the coordinating ligands are being linked together, all of theligands can be the same in some embodiments, and at least one of theligands being linked can be different from the other ligand(s) in someother embodiments.

In some embodiments, the compound can be used as a phosphorescentsensitizer in an OLED where one or multiple layers in the OLED containsan acceptor in the form of one or more fluorescent and/or delayedfluorescence emitters. In some embodiments, the compound can be used asone component of an exciplex to be used as a sensitizer. As aphosphorescent sensitizer, the compound must be capable of energytransfer to the acceptor and the acceptor will emit the energy orfurther transfer energy to a final emitter. The acceptor concentrationscan range from 0.001% to 100%. The acceptor could be in either the samelayer as the phosphorescent sensitizer or in one or more differentlayers. In some embodiments, the acceptor is a TADF emitter. In someembodiments, the acceptor is a fluorescent emitter. In some embodiments,the emission can arise from any or all of the sensitizer, acceptor, andfinal emitter.

In some embodiments, the compound of the present disclosure is neutrallycharged.

According to another aspect, a formulation comprising the compounddescribed herein is also disclosed.

The OLED disclosed herein can be incorporated into one or more of aconsumer product, an electronic component module, and a lighting panel.The organic layer can be an emissive layer and the compound can be anemissive dopant in some embodiments, while the compound can be anon-emissive dopant in other embodiments.

The organic layer can also include a host. In some embodiments, two ormore hosts are preferred. In some embodiments, the hosts used maybe a)bipolar, b) electron transporting, c) hole transporting or d) wide bandgap materials that play little role in charge transport. In someembodiments, the host can include a metal complex. The host can be atriphenylene containing benzo-fused thiophene or benzo-fused furan. Anysubstituent in the host can be an unfused substituent independentlyselected from the group consisting of C_(n)H_(2n+1), O_(n)H_(2n+1),OAr₁, N(C_(n)H_(2n+1))₂, N(Ar₁)(Ar₂), CH═C₅-C_(n)H_(2n+1),C≡C—C_(n)H_(2n+1), Ar₁—Ar₂, and C_(n)H_(2n)—Ar₁, or the host has nosubstitutions. In the preceding substituents n can range from 1 to 10;and Ar¹ and Ar₂ can be independently selected from the group consistingof benzene, biphenyl, naphthalene, triphenylene, carbazole, andheteroaromatic analogs thereof. The host can be an inorganic compound,for example, a Zn containing inorganic material e.g. ZnS.

The host can be a compound comprising at least one chemical groupselected from the group consisting of triphenylene, carbazole,dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene,azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, andaza-dibenzoselenophene. The host can include a metal complex. The hostcan be, but is not limited to, a specific compound selected from theHost Group consisting of:

and combinations thereof.Additional information on possible hosts is provided below.

An emissive region in an OLED is also disclosed. The emissive regioncomprising a compound comprising a first ligand L_(A) of Formula I

where, T is a fused ring system that comprises a structure of Formula II

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of the general substituents defined herein;L_(A) is complexed to a metal M to form a 5-membered chelate ring; M canbe coordinated to other ligands; and the ligand L_(A) can be linked withother ligands to comprise a tridentate, tetradentate, pentadentate, orhexadentate ligand; andany two substituents can be joined or fused together to form a ring.

In some embodiments of the emissive region, the compound can be anemissive dopant or a non-emissive dopant. The emissive region canfurther comprise a host, where the host contains at least one groupselected from the group consisting of metal complex, triphenylene,carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene,aza-triphenylene, aza-carbazole, aza-dibenzothiophene, aza-dibenzofuran,and aza-dibenzoselenophene.

Where the emissive region further comprises a host, the host can beselected from the group consisting of:

and combinations thereof.

In yet another aspect of the present disclosure, a formulation thatcomprises the novel compound disclosed herein is described. Theformulation can include one or more components selected from the groupconsisting of a solvent, a host, a hole injection material, holetransport material, electron blocking material, hole blocking material,and an electron transport material, disclosed herein.

The present disclosure encompasses any chemical structure comprising thenovel compound of the present disclosure, or a monovalent or polyvalentvariant thereof. In other words, the inventive compound, or a monovalentor polyvalent variant thereof, can be a part of a larger chemicalstructure. Such chemical structure can be selected from the groupconsisting of a monomer, a polymer, a macromolecule, and a supramolecule(also known as supermolecule). As used herein, a “monovalent variant ofa compound” refers to a moiety that is identical to the compound exceptthat one hydrogen has been removed and replaced with a bond to the restof the chemical structure. As used herein, a “polyvalent variant of acompound” refers to a moiety that is identical to the compound exceptthat more than one hydrogen has been removed and replaced with a bond orbonds to the rest of the chemical structure. In the instance of asupramolecule, the inventive compound is can also be incorporated intothe supramolecule complex without covalent bonds.

Combination with Other Materials

The materials described herein as useful for a particular layer in anorganic light emitting device may be used in combination with a widevariety of other materials present in the device. For example, emissivedopants disclosed herein may be used in conjunction with a wide varietyof hosts, transport layers, blocking layers, injection layers,electrodes and other layers that may be present. The materials describedor referred to below are non-limiting examples of materials that may beuseful in combination with the compounds disclosed herein, and one ofskill in the art can readily consult the literature to identify othermaterials that may be useful in combination. Conductivity Dopants:

A charge transport layer can be doped with conductivity dopants tosubstantially alter its density of charge carriers, which will in turnalter its conductivity. The conductivity is increased by generatingcharge carriers in the matrix material, and depending on the type ofdopant, a change in the Fermi level of the semiconductor may also beachieved. Hole-transporting layer can be doped by p-type conductivitydopants and n-type conductivity dopants are used in theelectron-transporting layer.

Non-limiting examples of the conductivity dopants that may be used in anOLED in combination with materials disclosed herein are exemplifiedbelow together with references that disclose those materials:EP01617493, EP01968131, EP2020694, EP2684932, US20050139810,US20070160905, US20090167167, US2010288362, WO06081780, WO2009003455,WO2009008277, WO2009011327, WO2014009310, US2007252140, US2015060804,US20150123047, and US2012146012.

HIL/HTL:

A hole injecting/transporting material to be used in the presentinvention is not particularly limited, and any compound may be used aslong as the compound is typically used as a hole injecting/transportingmaterial. Examples of the material include, but are not limited to: aphthalocyanine or porphyrin derivative; an aromatic amine derivative; anindolocarbazole derivative; a polymer containing fluorohydrocarbon; apolymer with conductivity dopants; a conducting polymer, such asPEDOT/PSS; a self-assembly monomer derived from compounds such asphosphonic acid and silane derivatives; a metal oxide derivative, suchas MoO_(x); a p-type semiconducting organic compound, such as1,4,5,8,9,12-Hexaazatriphenylenehexacarbonitrile; a metal complex, and across-linkable compounds.

Examples of aromatic amine derivatives used in HIL or HTL include, butnot limit to the following general structures:

Each of Ar¹ to Ar⁹ is selected from the group consisting of aromatichydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl,triphenylene, naphthalene, anthracene, phenalene, phenanthrene,fluorene, pyrene, chrysene, perylene, and azulene; the group consistingof aromatic heterocyclic compounds such as dibenzothiophene,dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran,benzothiophene, benzoselenophene, carbazole, indolocarbazole,pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole,oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole,pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine,oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine,benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline,cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine,pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine,benzofuropyridine, furodipyridine, benzothienopyridine,thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine;and the group consisting of 2 to 10 cyclic structural units which aregroups of the same type or different types selected from the aromatichydrocarbon cyclic group and the aromatic heterocyclic group and arebonded to each other directly or via at least one of oxygen atom,nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom,chain structural unit and the aliphatic cyclic group. Each Ar may beunsubstituted or may be substituted by a substituent selected from thegroup consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl,heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl,cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylicacids, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl,phosphino, and combinations thereof.

In one aspect, Ar¹ to Ar⁹ is independently selected from the groupconsisting of:

wherein k is an integer from 1 to 20; X¹⁰¹ to X¹⁰⁸ is C (including CH)or N; Z¹⁰¹ is NAr¹, O, or S; Ar¹ has the same group defined above.

Examples of metal complexes used in HIL or HTL include, but are notlimited to the following general formula:

wherein Met is a metal, which can have an atomic weight greater than 40;(Y¹⁰¹-Y¹⁰²) is a bidentate ligand, Y¹⁰¹ and Y¹⁰² are independentlyselected from C, N, O, P, and S; L¹⁰¹ is an ancillary ligand; k′ is aninteger value from 1 to the maximum number of ligands that may beattached to the metal; and k′+k″ is the maximum number of ligands thatmay be attached to the metal.

In one aspect, (Y¹⁰¹-Y¹⁰²) is a 2-phenylpyridine derivative. In anotheraspect, (Y¹⁰¹-Y¹⁰²) is a carbene ligand. In another aspect, Met isselected from Ir, Pt, Os, and Zn. In a further aspect, the metal complexhas a smallest oxidation potential in solution vs. Fc⁺/Fc couple lessthan about 0.6 V.

Non-limiting examples of the HIL and HTL materials that may be used inan OLED in combination with materials disclosed herein are exemplifiedbelow together with references that disclose those materials:CN102702075, DE102012005215, EP01624500, EP01698613, EP01806334,EP01930964, EP01972613, EP01997799, EP02011790, EP02055700, EP02055701,EP1725079, EP2085382, EP2660300, EP650955, JP07-073529, JP2005112765,JP2007091719, JP2008021687, JP2014-009196, KR20110088898, KR20130077473,TW201139402, U.S. Ser. No. 06/517,957, US20020158242, US20030162053,US20050123751, US20060182993, US20060240279, US20070145888,US20070181874, US20070278938, US20080014464, US20080091025,US20080106190, US20080124572, US20080145707, US20080220265,US20080233434, US20080303417, US2008107919, US20090115320,US20090167161, US2009066235, US2011007385, US20110163302, US2011240968,US2011278551, US2012205642, US2013241401, US20140117329, US2014183517,U.S. Pat. Nos. 5,061,569, 5,639,914, WO05075451, WO07125714, WO08023550,WO08023759, WO2009145016, WO2010061824, WO2011075644, WO2012177006,WO2013018530, WO2013039073, WO2013087142, WO2013118812, WO2013120577,WO2013157367, WO2013175747, WO2014002873, WO2014015935, WO2014015937,WO2014030872, WO2014030921, WO2014034791, WO2014104514, WO2014157018.

EBL:

An electron blocking layer (EBL) may be used to reduce the number ofelectrons and/or excitons that leave the emissive layer. The presence ofsuch a blocking layer in a device may result in substantially higherefficiencies, and/or longer lifetime, as compared to a similar devicelacking a blocking layer. Also, a blocking layer may be used to confineemission to a desired region of an OLED. In some embodiments, the EBLmaterial has a higher LUMO (closer to the vacuum level) and/or highertriplet energy than the emitter closest to the EBL interface. In someembodiments, the EBL material has a higher LUMO (closer to the vacuumlevel) and/or higher triplet energy than one or more of the hostsclosest to the EBL interface. In one aspect, the compound used in EBLcontains the same molecule or the same functional groups used as one ofthe hosts described below.

Host:

The light emitting layer of the organic EL device of the presentinvention preferably contains at least a metal complex as light emittingmaterial, and may contain a host material using the metal complex as adopant material. Examples of the host material are not particularlylimited, and any metal complexes or organic compounds may be used aslong as the triplet energy of the host is larger than that of thedopant. Any host material may be used with any dopant so long as thetriplet criteria is satisfied.

Examples of metal complexes used as host are preferred to have thefollowing general formula:

wherein Met is a metal; (Y¹⁰³-Y¹⁰⁴) is a bidentate ligand, Y¹⁰³ and Y¹⁰⁴are independently selected from C, N, O, P, and S; L¹⁰¹ is an anotherligand; k′ is an integer value from 1 to the maximum number of ligandsthat may be attached to the metal; and k′+k″ is the maximum number ofligands that may be attached to the metal.

In one aspect, the metal complexes are:

wherein (O—N) is a bidentate ligand, having metal coordinated to atoms Oand N.

In another aspect, Met is selected from Ir and Pt. In a further aspect,(Y¹⁰³-Y¹⁰⁴) is a carbene ligand.

In one aspect, the host compound contains at least one of the followinggroups selected from the group consisting of aromatic hydrocarbon cycliccompounds such as benzene, biphenyl, triphenyl, triphenylene,tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene,fluorene, pyrene, chrysene, perylene, and azulene; the group consistingof aromatic heterocyclic compounds such as dibenzothiophene,dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran,benzothiophene, benzoselenophene, carbazole, indolocarbazole,pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole,oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole,pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine,oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine,benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline,cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine,pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine,benzofuropyridine, furodipyridine, benzothienopyridine,thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine;and the group consisting of 2 to 10 cyclic structural units which aregroups of the same type or different types selected from the aromatichydrocarbon cyclic group and the aromatic heterocyclic group and arebonded to each other directly or via at least one of oxygen atom,nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom,chain structural unit and the aliphatic cyclic group. Each option withineach group may be unsubstituted or may be substituted by a substituentselected from the group consisting of deuterium, halogen, alkyl,cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy,amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl,heteroaryl, acyl, carboxylic acids, ether, ester, nitrile, isonitrile,sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

In one aspect, the host compound contains at least one of the followinggroups in the molecule:

wherein R¹⁰¹ is selected from the group consisting of hydrogen,deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl,arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl,heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acids, ether,ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, andcombinations thereof, and when it is aryl or heteroaryl, it has thesimilar definition as Ar's mentioned above. k is an integer from 0 to 20or 1 to 20. X¹⁰¹ to X¹⁰⁸ are independently selected from C (includingCH) or N. Z¹⁰¹ and Z¹⁰² are independently selected from NR¹⁰¹, O, or S.

Non-limiting examples of the host materials that may be used in an OLEDin combination with materials disclosed herein are exemplified belowtogether with references that disclose those materials: EP2034538,EP2034538A, EP2757608, JP2007254297, KR20100079458, KR20120088644,KR20120129733, KR20130115564, TW201329200, US20030175553, US20050238919,US20060280965, US20090017330, US20090030202, US20090167162,US20090302743, US20090309488, US20100012931, US20100084966,US20100187984, US2010187984, US2012075273, US2012126221, US2013009543,US2013105787, US2013175519, US2014001446, US20140183503, US20140225088,US2014034914, U.S. Pat. No. 7,154,114, WO2001039234, WO2004093207,WO2005014551, WO2005089025, WO2006072002, WO2006114966, WO2007063754,WO2008056746, WO2009003898, WO2009021126, WO2009063833, WO2009066778,WO2009066779, WO2009086028, WO2010056066, WO2010107244, WO2011081423,WO2011081431, WO2011086863, WO2012128298, WO2012133644, WO2012133649,WO2013024872, WO2013035275, WO2013081315, WO2013191404, WO2014142472,US20170263869, US20160163995, U.S. Pat. No. 9,466,803,

Additional Emitters:

One or more additional emitter dopants may be used in conjunction withthe compound of the present disclosure. Examples of the additionalemitter dopants are not particularly limited, and any compounds may beused as long as the compounds are typically used as emitter materials.Examples of suitable emitter materials include, but are not limited to,compounds which can produce emissions via phosphorescence, fluorescence,thermally activated delayed fluorescence, i.e., TADF (also referred toas E-type delayed fluorescence), triplet-triplet annihilation, orcombinations of these processes.

Non-limiting examples of the emitter materials that may be used in anOLED in combination with materials disclosed herein are exemplifiedbelow together with references that disclose those materials:CN103694277, CN1696137, EB01238981, EP01239526, EP01961743, EP1239526,EP1244155, EP1642951, EP1647554, EP1841834, EP1841834B, EP2062907,EP2730583, JP2012074444, JP2013110263, JP4478555, KR1020090133652,KR20120032054, KR20130043460, TW201332980, U.S. Ser. No. 06/699,599,U.S. Ser. No. 06/916,554, US20010019782, US20020034656, US20030068526,US20030072964, US20030138657, US20050123788, US20050244673,US2005123791, US2005260449, US20060008670, US20060065890, US20060127696,US20060134459, US20060134462, US20060202194, US20060251923,US20070034863, US20070087321, US20070103060, US20070111026,US20070190359, US20070231600, US2007034863, US2007104979, US2007104980,US2007138437, US2007224450, US2007278936, US20080020237, US20080233410,US20080261076, US20080297033, US200805851, US2008161567, US2008210930,US20090039776, US20090108737, US20090115322, US20090179555,US2009085476, US2009104472, US20100090591, US20100148663, US20100244004,US20100295032, US2010102716, US2010105902, US2010244004, US2010270916,US20110057559, US20110108822, US20110204333, US2011215710, US2011227049,US2011285275, US2012292601, US20130146848, US2013033172, US2013165653,US2013181190, US2013334521, US20140246656, US2014103305, U.S. Pat. Nos.6,303,238, 6,413,656, 6,653,654, 6,670,645, 6,687,266, 6,835,469,6,921,915, 7,279,704, 7,332,232, 7,378,162, 7,534,505, 7,675,228,7,728,137, 7,740,957, 7,759,489, 7,951,947, 8,067,099, 8,592,586,8,871,361, WO06081973, WO06121811, WO07018067, WO07108362, WO07115970,WO07115981, WO08035571, WO2002015645, WO2003040257, WO2005019373,WO2006056418, WO2008054584, WO2008078800, WO2008096609, WO2008101842,WO2009000673, WO2009050281, WO2009100991, WO2010028151, WO2010054731,WO2010086089, WO2010118029, WO2011044988, WO2011051404, WO2011107491,WO2012020327, WO2012163471, WO2013094620, WO2013107487, WO2013174471,WO2014007565, WO2014008982, WO2014023377, WO2014024131, WO2014031977,WO2014038456, WO2014112450.

HBL:

A hole blocking layer (HBL) may be used to reduce the number of holesand/or excitons that leave the emissive layer. The presence of such ablocking layer in a device may result in substantially higherefficiencies and/or longer lifetime as compared to a similar devicelacking a blocking layer. Also, a blocking layer may be used to confineemission to a desired region of an OLED. In some embodiments, the HBLmaterial has a lower HOMO (further from the vacuum level) and/or highertriplet energy than the emitter closest to the HBL interface. In someembodiments, the HBL material has a lower HOMO (further from the vacuumlevel) and/or higher triplet energy than one or more of the hostsclosest to the HBL interface.

In one aspect, compound used in HBL contains the same molecule or thesame functional groups used as host described above.

In another aspect, compound used in HBL contains at least one of thefollowing groups in the molecule:

wherein k is an integer from 1 to 20; L¹⁰¹ is an another ligand, k′ isan integer from 1 to 3.

ETL:

Electron transport layer (ETL) may include a material capable oftransporting electrons. Electron transport layer may be intrinsic(undoped), or doped. Doping may be used to enhance conductivity.Examples of the ETL material are not particularly limited, and any metalcomplexes or organic compounds may be used as long as they are typicallyused to transport electrons.

In one aspect, compound used in ETL contains at least one of thefollowing groups in the molecule:

wherein R¹⁰¹ is selected from the group consisting of hydrogen,deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl,arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl,heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acids, ether,ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, andcombinations thereof, when it is aryl or heteroaryl, it has the similardefinition as Ar's mentioned above. Ar¹ to Ar³ has the similardefinition as Ar's mentioned above. k is an integer from 1 to 20. X¹⁰¹to X¹⁰⁸ is selected from C (including CH) or N.

In another aspect, the metal complexes used in ETL contains, but notlimit to the following general formula:

wherein (O—N) or (N—N) is a bidentate ligand, having metal coordinatedto atoms O, N or N, N; L¹⁰¹ is another ligand; k′ is an integer valuefrom 1 to the maximum number of ligands that may be attached to themetal.

Non-limiting examples of the ETL materials that may be used in an OLEDin combination with materials disclosed herein are exemplified belowtogether with references that disclose those materials: CN103508940,EP01602648, EP01734038, EP01956007, JP2004-022334, JP2005149918,JP2005-268199, KR0117693, KR20130108183, US20040036077, US20070104977,US2007018155, US20090101870, US20090115316, US20090140637,US20090179554, US2009218940, US2010108990, US2011156017, US2011210320,US2012193612, US2012214993, US2014014925, US2014014927, US20140284580,U.S. Pat. Nos. 6,656,612, 8,415,031, WO2003060956, WO2007111263,WO2009148269, WO2010067894, WO2010072300, WO2011074770, WO2011105373,WO2013079217, WO2013145667, WO2013180376, WO2014104499, WO2014104535,

Charge Generation Layer (CGL)

In tandem or stacked OLEDs, the CGL plays an essential role in theperformance, which is composed of an n-doped layer and a p-doped layerfor injection of electrons and holes, respectively. Electrons and holesare supplied from the CGL and electrodes. The consumed electrons andholes in the CGL are refilled by the electrons and holes injected fromthe cathode and anode, respectively; then, the bipolar currents reach asteady state gradually. Typical CGL materials include n and pconductivity dopants used in the transport layers.

In any above-mentioned compounds used in each layer of the OLED device,the hydrogen atoms can be partially or fully deuterated. Thus, anyspecifically listed substituent, such as, without limitation, methyl,phenyl, pyridyl, etc. may be undeuterated, partially deuterated, andfully deuterated versions thereof. Similarly, classes of substituentssuch as, without limitation, alkyl, aryl, cycloalkyl, heteroaryl, etc.also may be undeuterated, partially deuterated, and fully deuteratedversions thereof.

EXPERIMENTAL

NBS (305 g, 1712 mmol) was added portion wise to a solution of methyl1H-indole-4-carboxylate (100 g, 571 mmol) in t-BuOH (2283 mL) at roomtemperature for 1 hour. After 3 hours, the solvent was removed, and theresidue was dissolved in mixed solvents of MeOH/H₂O and refluxed forabout 16 hours. After cooling down, the reaction mixture was filtered,and the filtrate was extracted with DCM. Combined organic layer wasdried over MgSO₄ and filtered. The solvent was removed, and the residuewas stirred in ethyl acetate (150 mL), and the product was collected byfiltration (55 g).

Methyl 2,3-dioxoindoline-4-carboxylate (35 g, 171 mmol) was dissolved inacetic anhydride (80 mL) and heated to 80-90° C. for 2 hours. Then, thesolvent was removed, and the residue was triturated in ether to give 33g of product in 78% yield.

A solution of methyl 1-acetyl-2,3-dioxoindoline-4-carboxylate (32 g, 129mmol) in NaOH (64.7 mL, 4N, 259 mmol) was heated to 90° C. for 1 hour.The reaction mixture was then quenched with HCl. The precipitate wascollected by filtration, and then dried. 24.79 g of desired product wasobtained in 89% yield.

Isopropylamine (24.66 mL, 287 mmol) was added slowly to a solution of1H,4H-pyrano[3,4,5-de]quinoline-2,4,6-trione (24.7 g, 115 mmol) inacetic acid (500 mL), and then heated to 120° C. for 32 hours. Aftercooling down, the reaction mixture was poured into ice water (500 g).The precipitate was collected by filtration and dried. 11 g of productwas obtained in 35% yield.

POCl₃ (20 mL, 215 mmol) was added to a solution of5-isopropyl-1H-benzo[de][2,6]naphthyridine-2,4,6(5H)-trione (11 g, 42.9mmol) in dioxane (300 mL). The reaction mixture was heated to reflux forabout 16 hours. After cooling down, the solvent was removed, and theresidue was dissolved in acetonitrile and quenched with ice. Theprecipitate was collected and recrystallized from acetonitrile to give 7g of product in 59% yield.

A 500 mL RBF (round bottom flask) was charged with2-chloro-5-isopropyl-4H-benzo[de][2,6]naphthyridine-4,6(5H)-dione (2 g,7.28 mmol), (4-(tert-butyl)naphthalen-2-yl)boronic acid (2.159 g, 9.46mmol), potassium phosphate monohydrate (3.35 g, 14.56 mmol), THF (72.8ml), X-Phos G3 precat (0.308 g, 0.364 mmol) anddicyclohexyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphane (0.174g, 0.364 mmol) and the reaction was degassed with nitrogen. The whitesuspension was heated at 50° C. for about 16 hours. After the reaction,the solvent was removed and the residue was purified on a silica gelcolumn to give the product.

2-(4-(tert-butypnaphthalen-2-yl)-5-isopropyl-4H-benzo[de][2,6]naphthyridine-4,6(5H)-dione(1.032 g, 2.442 mmol) and IrCl₃ (0.4 g) were added in an organic solvent(30 ml). The mixture was degassed by N₂ for 20 minutes and then heatedup to 130° C. After the reaction mixture was cooled to room temperature,it was used directly in the next step reaction.

The reaction mixture from the previous step was added to3,7-diethylnonane-4,6-dione (0.62 g, 2.97 mmol), potassium carbonate(0.40 g, 2.97 mmol), and THF (20 mL). The mixture was degassed by N₂ andheated at 50 degree for 15 hours. After the solvent was removed, theresidue was purified on silica gel column to give product. LCMSM/Z=1246.

FIG. 3 shows photoluminescence spectrum of the inventive exampleIr(L_(A35-4))₂L_(C17-I) in 2-methylTHF. The compound shows broademission in the near-IR region extending to beyond 1100 nm. The compoundcan be used as a near-IR emitter in organic electroluminescent deviceapplications.

It is understood that the various embodiments described herein are byway of example only, and are not intended to limit the scope of theinvention. For example, many of the materials and structures describedherein may be substituted with other materials and structures withoutdeviating from the spirit of the invention. The present invention asclaimed may therefore include variations from the particular examplesand preferred embodiments described herein, as will be apparent to oneof skill in the art. It is understood that various theories as to whythe invention works are not intended to be limiting.

We claim:
 1. A compound comprising a first ligand L_(A) of Formula I

wherein, T is a fused ring system that comprises a structure of FormulaII

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of deuterium, halogen, alkyl, cycloalkyl,heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl,alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl,carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, boryl, and combinations thereof; L_(A) is complexedto a metal M to form a 5-membered chelate ring; M can be coordinated toother ligands; and the ligand L_(A) can be linked with other ligands tocomprise a tridentate, tetradentate, pentadentate, or hexadentateligand; and any two substituents can be joined or fused together to forma ring.
 2. The compound of claim 1, wherein each R, R^(A), and R^(B) isindependently a hydrogen or a substituent selected from the groupconsisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl,alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl,aryl, heteroaryl, nitrile, isonitrile, sulfanyl, boryl, and combinationsthereof.
 3. The compound of claim 1, wherein M is selected from thegroup consisting of Os, Ir, Pd, and Pt.
 4. The compound of claim 1,wherein two R^(A) are fused together to form a fused 5-membered or6-membered carbocyclic or heterocyclic ring.
 5. The compound of claim 1,wherein two R^(B) are fused together to form a fused 5-membered or6-membered carbocyclic or heterocyclic ring.
 6. The compound of claim 1,wherein adjacent R^(A) and R^(B) are fused together to form a 6-memberedcarbocyclic or heterocyclic ring.
 7. The compound of claim 1, wherein X¹to X⁶ are each C.
 8. The compound of claim 1, wherein one of X¹ to X⁶ isN, and the remainder are C.
 9. The compound of claim 1, wherein R isselected from the group consisting of alkyl, cycloalkyl, aryl, andheteroaryl, and combinations thereof.
 10. The compound of claim 1,wherein ring A is a 6-membered aromatic ring.
 11. The compound of claim1, wherein the first ligand L_(A) is selected from the group consistingof:

wherein X⁷ to X¹² are each C or N.
 12. The compound of claim 1, whereinthe first ligand L_(A) is selected from the group consisting of:L_(Ai-1), wherein i=an integer from 1 to 200, that are based on astructure of Formula 1

L_(Ai-2), wherein i=an integer from 1 to 200, that are based on astructure of Formula 2

L_(Ai-3), wherein i=an integer from 1 to 200, that are based on astructure of Formula 3

L_(Ai-4), wherein i=an integer from 1 to 200, that are based on astructure of Formula 4

L_(Ai-5), wherein i=an integer from 1 to 200, that are based on astructure of Formula 5

L_(Ai-6), wherein i=an integer from 1 to 200, that are based on astructure of Formula 6

L_(Ai-7), wherein i=an integer from 1 to 200, that are based on astructure of Formula 7

L_(Ai-8), wherein i=an integer from 1 to 200, that are based on astructure of Formula 8

L_(Ai-9), wherein i=an integer from 1 to 200, that are based on astructure of Formula 9

L_(Ai-11), wherein i=an integer from 1 to 200, that are based on astructure of Formula 11

L_(Ai-12), wherein i=an integer from 1 to 200, that are based on astructure of Formula 12

L_(Ai-13), wherein i=an integer from 1 to 200, that are based on astructure of Formula 13

wherein for each L_(A1-1) to L_(A200-1), L_(A1-2) to L_(A200-2),L_(A1-3) to L_(A200-3), L_(A1-4) to L_(A200-4), L_(A1-5) to L_(A200-5),L_(A1-6) to L_(A200-6), L_(A1-7) to L_(A200-7), L_(A1-8) to L_(A200-8),L_(A1-9) to L_(A200-9), L_(A1-10) to L_(A200-10), L_(A1-11) toL_(A200-11), L_(A1-12) to L_(A200-12), L_(A1-13) to L_(A200-13), R and Ghave the following definitions for each i: i R G 1 R¹ G¹ 2 R¹ G² 3 R¹ G³4 R¹ G⁴ 5 R¹ G⁵ 6 R¹ G⁶ 7 R¹ G⁷ 8 R¹ G⁸ 9 R¹ G⁹ 10 R¹ G¹⁰ 11 R² G¹ 12 R²G² 13 R² G³ 14 R² G⁴ 15 R² G⁵ 16 R² G⁶ 17 R² G⁷ 18 R² G⁸ 19 R² G⁹ 20 R²G¹⁰ 21 R³ G¹ 22 R³ G² 23 R³ G³ 24 R³ G⁴ 25 R³ G⁵ 26 R³ G⁶ 27 R³ G⁷ 28 R³G⁸ 29 R³ G⁹ 30 R³ G¹⁰ 31 R⁴ G¹ 32 R⁴ G² 33 R⁴ G³ 34 R⁴ G⁴ 35 R⁴ G⁵ 36 R⁴G⁶ 37 R⁴ G⁷ 38 R⁴ G⁸ 39 R⁴ G⁹ 40 R⁴ G¹⁰ 41 R⁵ G¹ 42 R⁵ G² 43 R⁵ G³ 44 R⁵G⁴ 45 R⁵ G⁵ 46 R⁵ G⁶ 47 R⁵ G⁷ 48 R⁵ G⁸ 49 R⁵ G⁹ 50 R⁵ G¹⁰ 51 R⁶ G¹ 52 R⁶G² 53 R⁶ G³ 54 R⁶ G⁴ 55 R⁶ G⁵ 56 R⁶ G⁶ 57 R⁶ G⁷ 58 R⁶ G⁸ 59 R⁶ G⁹ 60 R⁶G¹⁰ 61 R⁷ G¹ 62 R⁷ G² 63 R⁷ G³ 64 R⁷ G⁴ 65 R⁷ G⁵ 66 R⁷ G⁶ 67 R⁷ G⁷ 68 R⁷G⁸ 69 R⁷ G⁹ 70 R⁷ G¹⁰ 71 R⁸ G¹ 72 R⁸ G² 73 R⁸ G³ 74 R⁸ G⁴ 75 R⁸ G⁵ 76 R⁸G⁶ 77 R⁸ G⁷ 78 R⁸ G⁸ 79 R⁸ G⁹ 80 R⁸ G¹⁰ 81 R⁹ G¹ 82 R⁹ G² 83 R⁹ G³ 84 R⁹G⁴ 85 R⁹ G⁵ 86 R⁹ G⁶ 87 R⁹ G⁷ 88 R⁹ G⁸ 89 R⁹ G⁹ 90 R⁹ G¹⁰ 91 R¹⁰ G¹ 92R¹⁰ G² 93 R¹⁰ G³ 94 R¹⁰ G⁴ 95 R¹⁰ G⁵ 96 R¹⁰ G⁶ 97 R¹⁰ G⁷ 98 R¹⁰ G⁸ 99R¹⁰ G⁹ 100 R¹⁰ G¹⁰ 101 R¹¹ G¹ 102 R¹¹ G² 103 R¹¹ G³ 104 R¹¹ G⁴ 105 R¹¹G⁵ 106 R¹¹ G⁶ 107 R¹¹ G⁷ 108 R¹¹ G⁸ 109 R¹¹ G⁹ 110 R¹¹ G¹⁰ 111 R¹² G¹112 R¹² G² 113 R¹² G³ 114 R¹² G⁴ 115 R¹² G⁵ 116 R¹² G⁶ 117 R¹² G⁷ 118R¹² G⁸ 119 R¹² G⁹ 120 R¹² G¹⁰ 121 R¹³ G¹ 122 R¹³ G² 123 R¹³ G³ 124 R¹³G⁴ 125 R¹³ G⁵ 126 R¹³ G⁶ 127 R¹³ G⁷ 128 R¹³ G⁸ 129 R¹³ G⁹ 130 R¹³ G¹⁰131 R¹⁴ G¹ 132 R¹⁴ G² 133 R¹⁴ G³ 134 R¹⁴ G⁴ 135 R¹⁴ G⁵ 136 R¹⁴ G⁶ 137R¹⁴ G⁷ 138 R¹⁴ G⁸ 139 R¹⁴ G⁹ 140 R¹⁴ G¹⁰ 141 R¹⁵ G¹ 142 R¹⁵ G² 143 R¹⁵G³ 144 R¹⁵ G⁴ 145 R¹⁵ G⁵ 146 R¹⁵ G⁶ 147 R¹⁵ G⁷ 148 R¹⁵ G⁸ 149 R¹⁵ G⁹ 150R¹⁵ G¹⁰ 151 R¹⁶ G¹ 152 R¹⁶ G² 153 R¹⁶ G³ 154 R¹⁶ G⁴ 155 R¹⁶ G⁵ 156 R¹⁶G⁶ 157 R¹⁶ G⁷ 158 R¹⁶ G⁸ 159 R¹⁶ G⁹ 160 R¹⁶ G¹⁰ 161 R¹⁷ G¹ 162 R¹⁷ G²163 R¹⁷ G³ 164 R¹⁷ G⁴ 165 R¹⁷ G⁵ 166 R¹⁷ G⁶ 167 R¹⁷ G⁷ 168 R¹⁷ G⁸ 169R¹⁷ G⁹ 170 R¹⁷ G¹⁰ 171 R¹⁸ G¹ 172 R¹⁸ G² 173 R¹⁸ G³ 174 R¹⁸ G⁴ 175 R¹⁸G⁵ 176 R¹⁸ G⁶ 177 R¹⁸ G⁷ 178 R¹⁸ G⁸ 179 R¹⁸ G⁹ 180 R¹⁸ G¹⁰ 181 R¹⁹ G¹182 R¹⁹ G² 183 R¹⁹ G³ 184 R¹⁹ G⁴ 185 R¹⁹ G⁵ 186 R¹⁹ G⁶ 187 R¹⁹ G⁷ 188R¹⁹ G⁸ 189 R¹⁹ G⁹ 190 R¹⁹ G¹⁰ 191 R²⁰ G¹ 192 R²⁰ G² 193 R²⁰ G³ 194 R²⁰G⁴ 195 R²⁰ G⁵ 196 R²⁰ G⁶ 197 R²⁰ G⁷ 198 R²⁰ G⁸ 199 R²⁰ G⁹ 200 R²⁰ G¹⁰

L_(Ai-10), where i=an integer from 201 to 240, that are based on astructure of Formula 10

where in each L_(A201-10) to L_(A240-10), R and R^(D) have the followingdefinitions for each i: i R R^(D) 201 R¹ H 202 R³ H 203 R⁵ H 204 R⁷ H205 R⁹ H 206 R¹¹ H 207 R¹³ H 208 R¹⁵ H 209 R¹⁷ H 210 R¹⁹ H 211 R¹ CH₃212 R³ CH₃ 213 R⁵ CH₃ 214 R⁷ CH₃ 215 R⁹ CH₃ 216 R¹¹ CH₃ 217 R¹³ CH₃ 218R¹⁵ CH₃ 219 R¹⁷ CH₃ 220 R¹⁹ CH₃ 221 R² H 222 R⁴ H 223 R⁶ H 224 R⁸ H 225R¹⁰ H 226 R¹² H 227 R¹⁴ H 228 R¹⁶ H 229 R¹⁸ H 230 R²⁰ H 231 R² CH₃ 232R⁴ CH₃ 233 R⁶ CH₃ 234 R⁸ CH₃ 235 R¹⁰ CH₃ 236 R¹² CH₃ 237 R¹⁴ CH₃ 238 R¹⁶CH₃ 239 R¹⁸ CH₃ 240 R²⁰ CH₃

L_(Ai-14), where i=an integer from 241 to 640, that are based on astructure of Formula 14

L_(A-15), where i=an integer from 241 to 640, that are based on astructure of Formula 15

wherein in each L_(A241-14) to L_(A640-14), and L_(A241-14) toL_(A640-14), R, G, and R¹ have the following definitions for each i: i RG R′ 241 R¹ G¹ CH₃ 242 R¹ G² CH₃ 243 R¹ G³ CH₃ 244 R¹ G⁴ CH₃ 245 R¹ G⁵CH₃ 246 R¹ G⁶ CH₃ 247 R¹ G⁷ CH₃ 248 R¹ G⁸ CH₃ 249 R¹ G⁹ CH₃ 250 R¹ G¹⁰CH₃ 251 R² G¹ CH₃ 252 R² G² CH₃ 253 R² G³ CH₃ 254 R² G⁴ CH₃ 255 R² G⁵CH₃ 256 R² G⁶ CH₃ 257 R² G⁷ CH₃ 258 R² G⁸ CH₃ 259 R² G⁹ CH₃ 260 R² G¹⁰CH₃ 261 R³ G¹ CH₃ 262 R³ G² CH₃ 263 R³ G³ CH₃ 264 R³ G⁴ CH₃ 265 R³ G⁵CH₃ 266 R³ G⁶ CH₃ 267 R³ G⁷ CH₃ 268 R³ G⁸ CH₃ 269 R³ G⁹ CH₃ 270 R³ G¹⁰CH₃ 271 R⁴ G¹ CH₃ 272 R⁴ G² CH₃ 273 R⁴ G³ CH₃ 274 R⁴ G⁴ CH₃ 275 R⁴ G⁵CH₃ 276 R⁴ G⁶ CH₃ 277 R⁴ G⁷ CH₃ 278 R⁴ G⁸ CH₃ 279 R⁴ G⁹ CH₃ 280 R⁴ G¹⁰CH₃ 281 R⁵ G¹ CH₃ 282 R⁵ G² CH₃ 283 R⁵ G³ CH₃ 284 R⁵ G⁴ CH₃ 285 R⁵ G⁵CH₃ 286 R⁵ G⁶ CH₃ 287 R⁵ G⁷ CH₃ 288 R⁵ G⁸ CH₃ 289 R⁵ G⁹ CH₃ 290 R⁵ G¹⁰CH₃ 291 R⁶ G¹ CH₃ 292 R⁶ G² CH₃ 293 R⁶ G³ CH₃ 294 R⁶ G⁴ CH₃ 295 R⁶ G⁵CH₃ 296 R⁶ G⁶ CH₃ 297 R⁶ G⁷ CH₃ 298 R⁶ G⁸ CH₃ 299 R⁶ G⁹ CH₃ 300 R⁶ G¹⁰CH₃ 301 R⁷ G¹ CH₃ 302 R⁷ G² CH₃ 303 R⁷ G³ CH₃ 304 R⁷ G⁴ CH₃ 305 R⁷ G⁵CH₃ 306 R⁷ G⁶ CH₃ 307 R⁷ G⁷ CH₃ 308 R⁷ G⁸ CH₃ 309 R⁷ G⁹ CH₃ 310 R⁷ G¹⁰CH₃ 311 R⁸ G¹ CH₃ 312 R⁸ G² CH₃ 313 R⁸ G³ CH₃ 314 R⁸ G⁴ CH₃ 315 R⁸ G⁵CH₃ 316 R⁸ G⁶ CH₃ 317 R⁸ G⁷ CH₃ 318 R⁸ G⁸ CH₃ 319 R⁸ G⁹ CH₃ 320 R⁸ G¹⁰CH₃ 321 R⁹ G¹ CH₃ 322 R⁹ G² CH₃ 323 R⁹ G³ CH₃ 324 R⁹ G⁴ CH₃ 325 R⁹ G⁵CH₃ 326 R⁹ G⁶ CH₃ 327 R⁹ G⁷ CH₃ 328 R⁹ G⁸ CH₃ 329 R⁹ G⁹ CH₃ 330 R⁹ G¹⁰CH₃ 331 R¹⁰ G¹ CH₃ 332 R¹⁰ G² CH₃ 333 R¹⁰ G³ CH₃ 334 R¹⁰ G⁴ CH₃ 335 R¹⁰G⁵ CH₃ 336 R¹⁰ G⁶ CH₃ 337 R¹⁰ G⁷ CH₃ 338 R¹⁰ G⁸ CH₃ 339 R¹⁰ G⁹ CH₃ 340R¹⁰ G¹⁰ CH₃ 341 R¹¹ G¹ CH₃ 342 R¹¹ G² CH₃ 343 R¹¹ G³ CH₃ 344 R¹¹ G⁴ CH₃345 R¹¹ G⁵ CH₃ 346 R¹¹ G⁶ CH₃ 347 R¹¹ G⁷ CH₃ 348 R¹¹ G⁸ CH₃ 349 R¹¹ G⁹CH₃ 350 R¹¹ G¹⁰ CH₃ 351 R¹² G¹ CH₃ 352 R¹² G² CH₃ 353 R¹² G³ CH₃ 354 R¹²G⁴ CH₃ 355 R¹² G⁵ CH₃ 356 R¹² G⁶ CH₃ 357 R¹² G⁷ CH₃ 358 R¹² G⁸ CH₃ 359R¹² G⁹ CH₃ 360 R¹² G¹⁰ CH₃ 361 R¹³ G¹ CH₃ 362 R¹³ G² CH₃ 363 R¹³ G³ CH₃364 R¹³ G⁴ CH₃ 365 R¹³ G⁵ CH₃ 366 R¹³ G⁶ CH₃ 367 R¹³ G⁷ CH₃ 368 R¹³ G⁸CH₃ 369 R¹³ G⁹ CH₃ 370 R¹³ G¹⁰ CH₃ 371 R¹⁴ G¹ CH₃ 372 R¹⁴ G² CH₃ 373 R¹⁴G³ CH₃ 374 R²⁰ G¹⁰ CH(CH₃)₂ 375 R¹⁴ G⁴ CH₃ 376 R¹⁴ G⁵ CH₃ 377 R¹⁴ G⁶ CH₃378 R¹⁴ G⁷ CH₃ 379 R¹⁴ G⁸ CH₃ 380 R¹⁴ G⁹ CH₃ 381 R¹⁴ G¹⁰ CH₃ 382 R¹⁵ G¹CH₃ 383 R¹⁵ G² CH₃ 384 R¹⁵ G³ CH₃ 385 R¹⁵ G⁴ CH₃ 386 R¹⁵ G⁵ CH₃ 387 R¹⁵G⁶ CH₃ 388 R¹⁵ G⁷ CH₃ 389 R¹⁵ G⁸ CH₃ 390 R¹⁵ G⁹ CH₃ 391 R¹⁵ G¹⁰ CH₃ 392R¹⁶ G¹ CH₃ 393 R¹⁶ G² CH₃ 394 R¹⁶ G³ CH₃ 395 R¹⁶ G⁴ CH₃ 396 R¹⁶ G⁵ CH₃397 R¹⁶ G⁶ CH₃ 398 R¹⁶ G⁷ CH₃ 399 R¹⁶ G⁸ CH₃ 400 R¹⁶ G⁹ CH₃ 401 R¹⁶ G¹⁰CH₃ 402 R¹⁷ G¹ CH₃ 403 R¹⁷ G² CH₃ 404 R¹⁷ G³ CH₃ 405 R¹⁷ G⁴ CH₃ 406 R¹⁷G⁵ CH₃ 407 R¹⁷ G⁶ CH₃ 408 R¹⁷ G⁷ CH₃ 409 R¹⁷ G⁸ CH₃ 410 R¹⁷ G⁹ CH₃ 411R¹⁷ G¹⁰ CH₃ 412 R¹⁸ G¹ CH₃ 413 R¹⁸ G² CH₃ 414 R¹⁸ G³ CH₃ 415 R¹⁸ G⁴ CH₃416 R¹⁸ G⁵ CH₃ 417 R¹⁸ G⁶ CH₃ 418 R¹⁸ G⁷ CH₃ 419 R¹⁸ G⁸ CH₃ 420 R¹⁸ G⁹CH₃ 421 R¹⁸ G¹⁰ CH₃ 422 R¹⁹ G¹ CH₃ 423 R¹⁹ G² CH₃ 424 R¹⁹ G³ CH₃ 425 R¹⁹G⁴ CH₃ 426 R¹⁹ G⁵ CH₃ 427 R¹⁹ G⁶ CH₃ 428 R¹⁹ G⁷ CH₃ 429 R¹⁹ G⁸ CH₃ 430R¹⁹ G⁹ CH₃ 431 R¹⁹ G¹⁰ CH₃ 432 R²⁰ G¹ CH₃ 433 R²⁰ G² CH₃ 434 R²⁰ G³ CH₃435 R²⁰ G⁴ CH₃ 436 R²⁰ G⁵ CH₃ 437 R²⁰ G⁶ CH₃ 438 R²⁰ G⁷ CH₃ 439 R²⁰ G⁸CH₃ 440 R²⁰ G⁹ CH₃ 441 R²⁰ G¹⁰ CH₃ 442 R¹ G¹ CH(CH₃)₂ 443 R¹ G² CH(CH₃)₂444 R¹ G³ CH(CH₃)₂ 445 R¹ G⁴ CH(CH₃)₂ 446 R¹ G⁵ CH(CH₃)₂ 447 R¹ G⁶CH(CH₃)₂ 448 R¹ G⁷ CH(CH₃)₂ 449 R¹ G⁸ CH(CH₃)₂ 450 R¹ G⁹ CH(CH₃)₂ 451 R¹G¹⁰ CH(CH₃)₂ 452 R² G¹ CH(CH₃)₂ 453 R² G² CH(CH₃)₂ 454 R² G³ CH(CH₃)₂455 R² G⁴ CH(CH₃)₂ 456 R² G⁵ CH(CH₃)₂ 457 R² G⁶ CH(CH₃)₂ 458 R² G⁷CH(CH₃)₂ 459 R² G⁸ CH(CH₃)₂ 460 R² G⁹ CH(CH₃)₂ 461 R² G¹⁰ CH(CH₃)₂ 462R³ G¹ CH(CH₃)₂ 463 R³ G² CH(CH₃)₂ 464 R³ G³ CH(CH₃)₂ 465 R³ G⁴ CH(CH₃)₂466 R³ G⁵ CH(CH₃)₂ 467 R³ G⁶ CH(CH₃)₂ 468 R³ G⁷ CH(CH₃)₂ 469 R³ G⁸CH(CH₃)₂ 470 R³ G⁹ CH(CH₃)₂ 471 R³ G¹⁰ CH(CH₃)₂ 472 R⁴ G¹ CH(CH₃)₂ 473R⁴ G² CH(CH₃)₂ 474 R⁴ G³ CH(CH₃)₂ 475 R⁴ G⁴ CH(CH₃)₂ 476 R⁴ G⁵ CH(CH₃)₂477 R⁴ G⁶ CH(CH₃)₂ 478 R⁴ G⁷ CH(CH₃)₂ 479 R⁴ G⁸ CH(CH₃)₂ 480 R⁴ G⁹CH(CH₃)₂ 481 R⁴ G¹⁰ CH(CH₃)₂ 482 R⁵ G¹ CH(CH₃)₂ 483 R⁵ G² CH(CH₃)₂ 484R⁵ G³ CH(CH₃)₂ 485 R⁵ G⁴ CH(CH₃)₂ 486 R⁵ G⁵ CH(CH₃)₂ 487 R⁵ G⁶ CH(CH₃)₂488 R⁵ G⁷ CH(CH₃)₂ 489 R⁵ G⁸ CH(CH₃)₂ 490 R⁵ G⁹ CH(CH₃)₂ 491 R⁵ G¹⁰CH(CH₃)₂ 492 R⁶ G¹ CH(CH₃)₂ 493 R⁶ G² CH(CH₃)₂ 494 R⁶ G³ CH(CH₃)₂ 495 R⁶G⁴ CH(CH₃)₂ 496 R⁶ G⁵ CH(CH₃)₂ 497 R⁶ G⁶ CH(CH₃)₂ 498 R⁶ G⁷ CH(CH₃)₂ 499R⁶ G⁸ CH(CH₃)₂ 500 R⁶ G⁹ CH(CH₃)₂ 501 R⁶ G¹⁰ CH(CH₃)₂ 502 R⁷ G¹ CH(CH₃)₂503 R⁷ G² CH(CH₃)₂ 504 R⁷ G³ CH(CH₃)₂ 505 R⁷ G⁴ CH(CH₃)₂ 506 R⁷ G⁵CH(CH₃)₂ 507 R⁷ G⁶ CH(CH₃)₂ 508 R⁷ G⁷ CH(CH₃)₂ 509 R⁷ G⁸ CH(CH₃)₂ 510 R⁷G⁹ CH(CH₃)₂ 511 R⁷ G¹⁰ CH(CH₃)₂ 512 R⁸ G¹ CH(CH₃)₂ 513 R⁸ G² CH(CH₃)₂514 R⁸ G³ CH(CH₃)₂ 515 R⁸ G⁴ CH(CH₃)₂ 516 R⁸ G⁵ CH(CH₃)₂ 517 R⁸ G⁶CH(CH₃)₂ 518 R⁸ G⁷ CH(CH₃)₂ 519 R⁸ G⁸ CH(CH₃)₂ 520 R⁸ G⁹ CH(CH₃)₂ 521 R⁸G¹⁰ CH(CH₃)₂ 522 R⁹ G¹ CH(CH₃)₂ 523 R⁹ G² CH(CH₃)₂ 524 R⁹ G³ CH(CH₃)₂525 R⁹ G⁴ CH(CH₃)₂ 526 R⁹ G⁵ CH(CH₃)₂ 527 R⁹ G⁶ CH(CH₃)₂ 528 R⁹ G⁷CH(CH₃)₂ 529 R⁹ G⁸ CH(CH₃)₂ 530 R⁹ G⁹ CH(CH₃)₂ 531 R⁹ G¹⁰ CH(CH₃)₂ 532R¹⁰ G¹ CH(CH₃)₂ 533 R¹⁰ G² CH(CH₃)₂ 534 R¹⁰ G³ CH(CH₃)₂ 535 R¹⁰ G⁴CH(CH₃)₂ 536 R¹⁰ G⁵ CH(CH₃)₂ 537 R¹⁰ G⁶ CH(CH₃)₂ 538 R¹⁰ G⁷ CH(CH₃)₂ 539R¹⁰ G⁸ CH(CH₃)₂ 540 R¹⁰ G⁹ CH(CH₃)₂ 541 R¹⁰ G¹⁰ CH(CH₃)₂ 542 R¹¹ G¹CH(CH₃)₂ 543 R¹¹ G² CH(CH₃)₂ 544 R¹¹ G³ CH(CH₃)₂ 545 R¹¹ G⁴ CH(CH₃)₂ 546R¹¹ G⁵ CH(CH₃)₂ 547 R¹¹ G⁶ CH(CH₃)₂ 548 R¹¹ G⁷ CH(CH₃)₂ 549 R¹¹ G⁸CH(CH₃)₂ 550 R¹¹ G⁹ CH(CH₃)₂ 551 R¹¹ G¹⁰ CH(CH₃)₂ 552 R¹² G¹ CH(CH₃)₂553 R¹² G² CH(CH₃)₂ 554 R¹² G³ CH(CH₃)₂ 555 R¹² G⁴ CH(CH₃)₂ 556 R¹² G⁵CH(CH₃)₂ 557 R¹² G⁶ CH(CH₃)₂ 558 R¹² G⁷ CH(CH₃)₂ 559 R¹² G⁸ CH(CH₃)₂ 560R¹² G⁹ CH(CH₃)₂ 561 R¹² G¹⁰ CH(CH₃)₂ 562 R¹³ G¹ CH(CH₃)₂ 563 R¹³ G²CH(CH₃)₂ 564 R¹³ G³ CH(CH₃)₂ 565 R¹³ G⁴ CH(CH₃)₂ 566 R¹³ G⁵ CH(CH₃)₂ 567R¹³ G⁶ CH(CH₃)₂ 568 R¹³ G⁷ CH(CH₃)₂ 569 R¹³ G⁸ CH(CH₃)₂ 570 R¹³ G⁹CH(CH₃)₂ 571 R¹³ G¹⁰ CH(CH₃)₂ 572 R¹⁴ G¹ CH(CH₃)₂ 573 R¹⁴ G² CH(CH₃)₂574 R¹⁴ G³ CH(CH₃)₂ 575 R¹⁴ G⁴ CH(CH₃)₂ 576 R¹⁴ G⁵ CH(CH₃)₂ 577 R¹⁴ G⁶CH(CH₃)₂ 578 R¹⁴ G⁷ CH(CH₃)₂ 579 R¹⁴ G⁸ CH(CH₃)₂ 580 R¹⁴ G⁹ CH(CH₃)₂ 581R¹⁴ G¹⁰ CH(CH₃)₂ 582 R¹⁵ G¹ CH(CH₃)₂ 583 R¹⁵ G² CH(CH₃)₂ 584 R¹⁵ G³CH(CH₃)₂ 585 R¹⁵ G⁴ CH(CH₃)₂ 586 R¹⁵ G⁵ CH(CH₃)₂ 587 R¹⁵ G⁶ CH(CH₃)₂ 588R¹⁵ G⁷ CH(CH₃)₂ 589 R¹⁵ G⁸ CH(CH₃)₂ 590 R¹⁵ G⁹ CH(CH₃)₂ 591 R¹⁵ G¹⁰CH(CH₃)₂ 592 R¹⁶ G¹ CH(CH₃)₂ 593 R¹⁶ G² CH(CH₃)₂ 594 R¹⁶ G³ CH(CH₃)₂ 595R¹⁶ G⁴ CH(CH₃)₂ 596 R¹⁶ G⁵ CH(CH₃)₂ 597 R¹⁶ G⁶ CH(CH₃)₂ 598 R¹⁶ G⁷CH(CH₃)₂ 599 R¹⁶ G⁸ CH(CH₃)₂ 600 R¹⁶ G⁹ CH(CH₃)₂ 601 R¹⁶ G¹⁰ CH(CH₃)₂602 R¹⁷ G¹ CH(CH₃)₂ 603 R¹⁷ G² CH(CH₃)₂ 604 R¹⁷ G³ CH(CH₃)₂ 605 R¹⁷ G⁴CH(CH₃)₂ 606 R¹⁷ G⁵ CH(CH₃)₂ 607 R¹⁷ G⁶ CH(CH₃)₂ 608 R¹⁷ G⁷ CH(CH₃)₂ 609R¹⁷ G⁸ CH(CH₃)₂ 610 R¹⁷ G⁹ CH(CH₃)₂ 611 R¹⁷ G¹⁰ CH(CH₃)₂ 612 R¹⁸ G¹CH(CH₃)₂ 613 R¹⁸ G² CH(CH₃)₂ 614 R¹⁸ G³ CH(CH₃)₂ 615 R¹⁸ G⁴ CH(CH₃)₂ 616R¹⁸ G⁵ CH(CH₃)₂ 617 R¹⁸ G⁶ CH(CH₃)₂ 618 R¹⁸ G⁷ CH(CH₃)₂ 619 R¹⁸ G⁸CH(CH₃)₂ 620 R¹⁸ G⁹ CH(CH₃)₂ 621 R¹⁸ G¹⁰ CH(CH₃)₂ 622 R¹⁹ G¹ CH(CH₃)₂623 R¹⁹ G² CH(CH₃)₂ 624 R¹⁹ G³ CH(CH₃)₂ 625 R¹⁹ G⁴ CH(CH₃)₂ 626 R¹⁹ G⁵CH(CH₃)₂ 627 R¹⁹ G⁶ CH(CH₃)₂ 628 R¹⁹ G⁷ CH(CH₃)₂ 629 R¹⁹ G⁸ CH(CH₃)₂ 630R¹⁹ G⁹ CH(CH₃)₂ 631 R¹⁹ G¹⁰ CH(CH₃)₂ 632 R²⁰ G¹ CH(CH₃)₂ 633 R²⁰ G²CH(CH₃)₂ 634 R²⁰ G³ CH(CH₃)₂ 635 R²⁰ G⁴ CH(CH₃)₂ 636 R²⁰ G⁵ CH(CH₃)₂ 637R²⁰ G⁶ CH(CH₃)₂ 638 R²⁰ G⁷ CH(CH₃)₂ 639 R²⁰ G⁸ CH(CH₃)₂ 640 R²⁰ G⁹CH(CH₃)₂

wherein R¹ to R²⁰ have the following structures:

wherein G¹ to G¹⁰ have the following structures:


13. The compound of claim 1, wherein the compound has a formula ofM(L_(A))_(x)(L_(B))_(y)(L_(C))_(z) wherein L_(B) and L_(C) are each abidentate ligand; x is 1, 2, or 3; y is 0, 1, or 2; z is 0, 1, or 2; andx+y+z is the oxidation state of the metal M.
 14. The compound of claim13, wherein L_(B) and L_(C) are each independently selected from thegroup consisting of:

wherein, each Y¹ to Y¹³ is independently selected from the groupconsisting of carbon and nitrogen; Y′ is selected from the groupconsisting of B R_(e), N R_(e), P R_(e), O, S, Se, C═O, S═O, SO₂,CR_(e)R_(f), SiR_(e)R_(f), and GeR_(e)R_(f); R_(e) and R_(f) can befused or joined to form a ring; each R_(a), R_(b), R_(c), and R_(d)independently represents from mono substitution to the maximum possiblenumber of substitutions, or no substitution; each R_(a), R_(b), R_(c),R_(d), R_(e) and R_(f) is independently a hydroge or a substituentselected from the group consisting of deuterium, halide, alkyl,cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl,alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl,carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl,sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof; and anytwo adjacent substituents of R_(a), R_(b), R_(c), and R_(d) can be fusedor joined to form a ring or form a multidentate ligand.
 15. The compoundof claim 13, wherein the compound is Compound Ax-F having the formulaIr(L_(Ai-f))₃, Compound By-F having the formula Ir(L_(Ai-f))(L_(Bk))₂,or Compound Cz-F having the formula Ir(L_(Ai-f))₂(L_(Cj)); wherein x=i,F=f, y=263i+k−263, and z=768i+j−768; wherein i is an integer from 1 to640, f is an integer from 1 to 15, and k is an integer from 1 to 263,and j is an integer from 1 to 768; wherein L_(Bk) have the followingstructures:

and L_(Cj) has the structure of having the structures based on astructure of

or having the structures based on a structure of

wherein for each L_(Cj) in L_(Cj-1) and L_(Cj-II), R¹ and R² are definedas provided below: L_(Cj) R¹ R² L_(C1) R^(D1) R^(D1) L_(C2) R^(D2)R^(D2) L_(C3) R^(D3) R^(D3) L_(C4) R^(D4) R^(D4) L_(C5) R^(D5) R^(D5)L_(C6) R^(D6) R^(D6) L_(C7) R^(D7) R^(D7) L_(C8) R^(D8) R^(D8) L_(C9)R^(D9) R^(D9) L_(C10) R^(D10) R^(D10) L_(C11) R^(D11) R^(D11) L_(C12)R^(D12) R^(D12) L_(C13) R^(D13) R^(D13) L_(C14) R^(D14) R^(D14) L_(C15)R^(D15) R^(D15) L_(C16) R^(D16) R^(D16) L_(C17) R^(D17) R^(D17) L_(C18)R^(D18) R^(D18) L_(C19) R^(D19) R^(D19) L_(C20) R^(D20) R^(D20) L_(C21)R^(D21) R^(D21) L_(C22) R^(D22) R^(D22) L_(C23) R^(D23) R^(D23) L_(C24)R^(D24) R^(D24) L_(C25) R^(D25) R^(D25) L_(C26) R^(D26) R^(D26) L_(C27)R^(D27) R^(D27) L_(C28) R^(D28) R^(D28) L_(C29) R^(D29) R^(D29) L_(C30)R^(D30) R^(D30) L_(C31) R^(D31) R^(D31) L_(C32) R^(D32) R^(D32) L_(C33)R^(D33) R^(D33) L_(C34) R^(D34) R^(D34) L_(C35) R^(D35) R^(D35) L_(C36)R^(D36) R^(D36) L_(C37) R^(D37) R^(D37) L_(C38) R^(D38) R^(D38) L_(C39)R^(D39) R^(D39) L_(C40) R^(D40) R^(D40) L_(C41) R^(D41) R^(D41) L_(C42)R^(D42) R^(D42) L_(C43) R^(D43) R^(D43) L_(C44) R^(D44) R^(D44) L_(C45)R^(D45) R^(D45) L_(C46) R^(D46) R^(D46) L_(C47) R^(D47) R^(D47) L_(C48)R^(D48) R^(D48) L_(C49) R^(D49) R^(D49) L_(C50) R^(D50) R^(D50) L_(C51)R^(D51) R^(D51) L_(C52) R^(D52) R^(D52) L_(C53) R^(D53) R^(D53) L_(C54)R^(D54) R^(D54) L_(C55) R^(D55) R^(D55) L_(C56) R^(D56) R^(D56) L_(C57)R^(D57) R^(D57) L_(C58) R^(D58) R^(D58) L_(C59) R^(D59) R^(D59) L_(C60)R^(D60) R^(D60) L_(C61) R^(D61) R^(D61) L_(C62) R^(D62) R^(D62) L_(C63)R^(D63) R^(D63) L_(C64) R^(D64) R^(D64) L_(C65) R^(D65) R^(D65) L_(C66)R^(D66) R^(D66) L_(C67) R^(D67) R^(D67) L_(C68) R^(D68) R^(D68) L_(C69)R^(D69) R^(D69) L_(C70) R^(D70) R^(D70) L_(C71) R^(D71) R^(D71) L_(C72)R^(D72) R^(D72) L_(C73) R^(D73) R^(D73) L_(C74) R^(D74) R^(D74) L_(C75)R^(D75) R^(D75) L_(C76) R^(D76) R^(D76) L_(C77) R^(D77) R^(D77) L_(C78)R^(D78) R^(D78) L_(C79) R^(D79) R^(D79) L_(C80) R^(D80) R^(D80) L_(C81)R^(D81) R^(D81) L_(C82) R^(D82) R^(D82) L_(C83) R^(D83) R^(D83) L_(C84)R^(D84) R^(D84) L_(C85) R^(D85) R^(D85) L_(C86) R^(D86) R^(D86) L_(C87)R^(D87) R^(D87) L_(C88) R^(D88) R^(D88) L_(C89) R^(D89) R^(D89) L_(C90)R^(D90) R^(D90) L_(C91) R^(D91) R^(D91) L_(C92) R^(D92) R^(D92) L_(C93)R^(D93) R^(D93) L_(C94) R^(D94) R^(D94) L_(C95) R^(D95) R^(D95) L_(C96)R^(D96) R^(D96) L_(C97) R^(D97) R^(D97) L_(C98) R^(D98) R^(D98) L_(C99)R^(D99) R^(D99) L_(C100) R^(D100) R^(D100) L_(C101) R^(D101) R^(D101)L_(C102) R^(D102) R^(D102) L_(C103) R^(D103) R^(D103) L_(C104) R^(D104)R^(D104) L_(C105) R^(D105) R^(D105) L_(C106) R^(D106) R^(D106) L_(C107)R^(D107) R^(D107) L_(C108) R^(D108) R^(D108) L_(C109) R^(D109) R^(D109)L_(C110) R^(D110) R^(D110) L_(C111) R^(D111) R^(D111) L_(C112) R^(D112)R^(D112) L_(C113) R^(D113) R^(D113) L_(C114) R^(D114) R^(D114) L_(C115)R^(D115) R^(D115) L_(C116) R^(D116) R^(D116) L_(C117) R^(D117) R^(D117)L_(C118) R^(D118) R^(D118) L_(C119) R^(D119) R^(D119) L_(C120) R^(D120)R^(D120) L_(C121) R^(D121) R^(D121) L_(C122) R^(D122) R^(D122) L_(C123)R^(D123) R^(D123) L_(C124) R^(D124) R^(D124) L_(C125) R^(D125) R^(D125)L_(C126) R^(D126) R^(D126) L_(C127) R^(D127) R^(D127) L_(C128) R^(D128)R^(D128) L_(C129) R^(D129) R^(D129) L_(C130) R^(D130) R^(D130) L_(C131)R^(D131) R^(D131) L_(C132) R^(D132) R^(D132) L_(C133) R^(D133) R^(D133)L_(C134) R^(D134) R^(D134) L_(C135) R^(D135) R^(D135) L_(C136) R^(D136)R^(D136) L_(C137) R^(D137) R^(D137) L_(C138) R^(D138) R^(D138) L_(C139)R^(D139) R^(D139) L_(C140) R^(D140) R^(D140) L_(C141) R^(D141) R^(D141)L_(C142) R^(D142) R^(D142) L_(C143) R^(D143) R^(D143) L_(C144) R^(D144)R^(D144) L_(C145) R^(D145) R^(D145) L_(C146) R^(D146) R^(D146) L_(C147)R^(D147) R^(D147) L_(C148) R^(D148) R^(D148) L_(C149) R^(D149) R^(D149)L_(C150) R^(D150) R^(D150) L_(C151) R^(D151) R^(D151) L_(C152) R^(D152)R^(D152) L_(C153) R^(D153) R^(D153) L_(C154) R^(D154) R^(D154) L_(C155)R^(D155) R^(D155) L_(C156) R^(D156) R^(D156) L_(C157) R^(D157) R^(D157)L_(C158) R^(D158) R^(D158) L_(C159) R^(D159) R^(D159) L_(C160) R^(D160)R^(D160) L_(C161) R^(D161) R^(D161) L_(C162) R^(D162) R^(D162) L_(C163)R^(D163) R^(D163) L_(C164) R^(D164) R^(D164) L_(C165) R^(D165) R^(D165)L_(C166) R^(D166) R^(D166) L_(C167) R^(D167) R^(D167) L_(C168) R^(D168)R^(D168) L_(C169) R^(D169) R^(D169) L_(C170) R^(D170) R^(D170) L_(C171)R^(D171) R^(D171) L_(C172) R^(D172) R^(D172) L_(C173) R^(D173) R^(D173)L_(C174) R^(D174) R^(D174) L_(C175) R^(D175) R^(D175) L_(C176) R^(D176)R^(D176) L_(C177) R^(D177) R^(D177) L_(C178) R^(D178) R^(D178) L_(C179)R^(D179) R^(D179) L_(C180) R^(D180) R^(D180) L_(C181) R^(D181) R^(D181)L_(C182) R^(D182) R^(D182) L_(C183) R^(D183) R^(D183) L_(C184) R^(D184)R^(D184) L_(C185) R^(D185) R^(D185) L_(C186) R^(D186) R^(D186) L_(C187)R^(D187) R^(D187) L_(C188) R^(D188) R^(D188) L_(C189) R^(D189) R^(D189)L_(C190) R^(D190) R^(D190) L_(C191) R^(D191) R^(D191) L_(C192) R^(D192)R^(D192) L_(C193) R^(D1) R^(D3) L_(C194) R^(D1) R^(D4) L_(C195) R^(D1)R^(D5) L_(C196) R^(D1) R^(D9) L_(C197) R^(D1) R^(D10) L_(C198) R^(D1)R^(D17) L_(C199) R^(D1) R^(D18) L_(C200) R^(D1) R^(D20) L_(C201) R^(D1)R^(D22) L_(C202) R^(D1) R^(D37) L_(C203) R^(D1) R^(D40) L_(C204) R^(D1)R^(D41) L_(C205) R^(D1) R^(D42) L_(C206) R^(D1) R^(D43) L_(C207) R^(D1)R^(D48) L_(C208) R^(D1) R^(D49) L_(C209) R^(D1) R^(D50) L_(C210) R^(D1)R^(D54) L_(C211) R^(D1) R^(D55) L_(C212) R^(D1) R^(D58) L_(C213) R^(D1)R^(D59) L_(C214) R^(D1) R^(D78) L_(C215) R^(D1) R^(D79) L_(C216) R^(D1)R^(D81) L_(C217) R^(D1) R^(D87) L_(C218) R^(D1) R^(D88) L_(C219) R^(D1)R^(D89) L_(C220) R^(D1) R^(D93) L_(C221) R^(D1) R^(D116) L_(C222) R^(D1)R^(D117) L_(C223) R^(D1) R^(D118) L_(C224) R^(D1) R^(D119) L_(C225)R^(D1) R^(D120) L_(C226) R^(D1) R^(D133) L_(C227) R^(D1) R^(D134)L_(C228) R^(D1) R^(D135) L_(C229) R^(D1) R^(D136) L_(C230) R^(D1)R^(D143) L_(C231) R^(D1) R^(D144) L_(C232) R^(D1) R^(D145) L_(C233)R^(D1) R^(D146) L_(C234) R^(D1) R^(D147) L_(C235) R^(D1) R^(D149)L_(C236) R^(D1) R^(D151) L_(C237) R^(D1) R^(D154) L_(C238) R^(D1)R^(D155) L_(C239) R^(D1) R^(D161) L_(C240) R^(D1) R^(D175) L_(C241)R^(D4) R^(D3) L_(C242) R^(D4) R^(D5) L_(C243) R^(D4) R^(D9) L_(C244)R^(D4) R^(D10) L_(C245) R^(D4) R^(D17) L_(C246) R^(D4) R^(D18) L_(C247)R^(D4) R^(D20) L_(C248) R^(D4) R^(D22) L_(C249) R^(D4) R^(D37) L_(C250)R^(D4) R^(D40) L_(C251) R^(D4) R^(D41) L_(C252) R^(D4) R^(D42) L_(C253)R^(D4) R^(D43) L_(C254) R^(D4) R^(D48) L_(C255) R^(D4) R^(D49) L_(C256)R^(D4) R^(D50) L_(C257) R^(D4) R^(D54) L_(C258) R^(D4) R^(D55) L_(C259)R^(D4) R^(D58) L_(C260) R^(D4) R^(D59) L_(C261) R^(D4) R^(D78) L_(C262)R^(D4) R^(D79) L_(C263) R^(D4) R^(D81) L_(C264) R^(D4) R^(D87) L_(C265)R^(D4) R^(D88) L_(C266) R^(D4) R^(D89) L_(C267) R^(D4) R^(D93) L_(C268)R^(D4) R^(D116) L_(C269) R^(D4) R^(D117) L_(C270) R^(D4) R^(D118)L_(C271) R^(D4) R^(D119) L_(C272) R^(D4) R^(D120) L_(C273) R^(D4)R^(D133) L_(C274) R^(D4) R^(D134) L_(C275) R^(D4) R^(D135) L_(C276)R^(D4) R^(D136) L_(C277) R^(D4) R^(D143) L_(C278) R^(D4) R^(D144)L_(C279) R^(D4) R^(D145) L_(C280) R^(D4) R^(D146) L_(C281) R^(D4)R^(D147) L_(C282) R^(D4) R^(D149) L_(C283) R^(D4) R^(D151) L_(C284)R^(D4) R^(D154) L_(C285) R^(D4) R^(D155) L_(C286) R^(D4) R^(D161)L_(C287) R^(D4) R^(D175) L_(C288) R^(D9) R^(D3) L_(C289) R^(D9) R^(D5)L_(C290) R^(D9) R^(D10) L_(C291) R^(D9) R^(D17) L_(C292) R^(D9) R^(D18)L_(C293) R^(D9) R^(D20) L_(C294) R^(D9) R^(D22) L_(C295) R^(D9) R^(D37)L_(C296) R^(D9) R^(D40) L_(C297) R^(D9) R^(D41) L_(C298) R^(D9) R^(D42)L_(C299) R^(D9) R^(D43) L_(C300) R^(D9) R^(D48) L_(C301) R^(D9) R^(D49)L_(C302) R^(D9) R^(D50) L_(C303) R^(D9) R^(D54) L_(C304) R^(D9) R^(D55)L_(C305) R^(D9) R^(D58) L_(C306) R^(D9) R^(D59) L_(C307) R^(D9) R^(D78)L_(C308) R^(D9) R^(D79) L_(C309) R^(D9) R^(D81) L_(C310) R^(D9) R^(D87)L_(C311) R^(D9) R^(D88) L_(C312) R^(D9) R^(D89) L_(C313) R^(D9) R^(D93)L_(C314) R^(D9) R^(D116) L_(C315) R^(D9) R^(D117) L_(C316) R^(D9)R^(D118) L_(C317) R^(D9) R^(D119) L_(C318) R^(D9) R^(D120) L_(C319)R^(D9) R^(D133) L_(C320) R^(D9) R^(D134) L_(C321) R^(D9) R^(D135)L_(C322) R^(D9) R^(D136) L_(C323) R^(D9) R^(D143) L_(C324) R^(D9)R^(D144) L_(C325) R^(D9) R^(D145) L_(C326) R^(D9) R^(D146) L_(C327)R^(D9) R^(D147) L_(C328) R^(D9) R^(D149) L_(C329) R^(D9) R^(D151)L_(C330) R^(D9) R^(D154) L_(C331) R^(D9) R^(D155) L_(C332) R^(D9)R^(D161) L_(C333) R^(D9) R^(D175) L_(C334) R^(D10) R^(D3) L_(C335)R^(D10) R^(D5) L_(C336) R^(D10) R^(D17) L_(C337) R^(D10) R^(D18)L_(C338) R^(D10) R^(D20) L_(C339) R^(D10) R^(D22) L_(C340) R^(D10)R^(D37) L_(C341) R^(D10) R^(D40) L_(C342) R^(D10) R^(D41) L_(C343)R^(D10) R^(D42) L_(C344) R^(D10) R^(D43) L_(C345) R^(D10) R^(D48)L_(C346) R^(D10) R^(D49) L_(C347) R^(D10) R^(D50) L_(C348) R^(D10)R^(D54) L_(C349) R^(D10) R^(D55) L_(C350) R^(D10) R^(D58) L_(C351)R^(D10) R^(D59) L_(C352) R^(D10) R^(D78) L_(C353) R^(D10) R^(D79)L_(C354) R^(D10) R^(D81) L_(C355) R^(D10) R^(D87) L_(C356) R^(D10)R^(D88) L_(C357) R^(D10) R^(D89) L_(C358) R^(D10) R^(D93) L_(C359)R^(D10) R^(D116) L_(C360) R^(D10) R^(D117) L_(C361) R^(D10) R^(D118)L_(C362) R^(D10) R^(D119) L_(C363) R^(D10) R^(D120) L_(C364) R^(D10)R^(D133) L_(C365) R^(D10) R^(D134) L_(C366) R^(D10) R^(D135) L_(C367)R^(D10) R^(D136) L_(C368) R^(D10) R^(D143) L_(C369) R^(D10) R^(D144)L_(C370) R^(D10) R^(D145) L_(C371) R^(D10) R^(D146) L_(C372) R^(D10)R^(D147) L_(C373) R^(D10) R^(D149) L_(C374) R^(D10) R^(D151) L_(C375)R^(D10) R^(D154) L_(C376) R^(D10) R^(D155) L_(C377) R^(D10) R^(D161)L_(C378) R^(D10) R^(D175) L_(C379) R^(D17) R^(D3) L_(C380) R^(D17)R^(D5) L_(C381) R^(D17) R^(D18) L_(C382) R^(D17) R^(D20) L_(C383)R^(D17) R^(D22) L_(C384) R^(D17) R^(D37) L_(C385) R^(D17) R^(D40)L_(C386) R^(D17) R^(D41) L_(C387) R^(D17) R^(D42) L_(C388) R^(D17)R^(D43) L_(C389) R^(D17) R^(D48) L_(C390) R^(D17) R^(D49) L_(C391)R^(D17) R^(D50) L_(C392) R^(D17) R^(D54) L_(C393) R^(D17) R^(D55)L_(C394) R^(D17) R^(D58) L_(C395) R^(D17) R^(D59) L_(C396) R^(D17)R^(D78) L_(C397) R^(D17) R^(D79) L_(C398) R^(D17) R^(D81) L_(C399)R^(D17) R^(D87) L_(C400) R^(D17) R^(D88) L_(C401) R^(D17) R^(D89)L_(C402) R^(D17) R^(D93) L_(C403) R^(D17) R^(D116) L_(C404) R^(D17)R^(D117) L_(C405) R^(D17) R^(D118) L_(C406) R^(D17) R^(D119) L_(C407)R^(D17) R^(D120) L_(C408) R^(D17) R^(D133) L_(C409) R^(D17) R^(D134)L_(C410) R^(D17) R^(D135) L_(C411) R^(D17) R^(D136) L_(C412) R^(D17)R^(D143) L_(C413) R^(D17) R^(D144) L_(C414) R^(D17) R^(D145) L_(C415)R^(D17) R^(D146) L_(C416) R^(D17) R^(D147) L_(C417) R^(D17) R^(D149)L_(C418) R^(D17) R^(D151) L_(C419) R^(D17) R^(D154) L_(C420) R^(D17)R^(D155) L_(C421) R^(D17) R^(D161) L_(C422) R^(D17) R^(D175) L_(C423)R^(D50) R^(D3) L_(C424) R^(D50) R^(D5) L_(C425) R^(D50) R^(D18) L_(C426)R^(D50) R^(D20) L_(C427) R^(D50) R^(D22) L_(C428) R^(D50) R^(D37)L_(C429) R^(D50) R^(D40) L_(C430) R^(D50) R^(D41) L_(C431) R^(D50)R^(D42) L_(C432) R^(D50) R^(D43) L_(C433) R^(D50) R^(D48) L_(C434)R^(D50) R^(D49) L_(C435) R^(D50) R^(D54) L_(C436) R^(D50) R^(D55)L_(C437) R^(D50) R^(D58) L_(C438) R^(D50) R^(D59) L_(C439) R^(D50)R^(D78) L_(C440) R^(D50) R^(D79) L_(C441) R^(D50) R^(D81) L_(C442)R^(D50) R^(D87) L_(C443) R^(D50) R^(D88) L_(C444) R^(D50) R^(D89)L_(C445) R^(D50) R^(D93) L_(C446) R^(D50) R^(D116) L_(C447) R^(D50)R^(D117) L_(C448) R^(D50) R^(D118) L_(C449) R^(D50) R^(D119) L_(C450)R^(D50) R^(D120) L_(C451) R^(D50) R^(D133) L_(C452) R^(D50) R^(D134)L_(C453) R^(D50) R^(D135) L_(C454) R^(D50) R^(D136) L_(C455) R^(D50)R^(D143) L_(C456) R^(D50) R^(D144) L_(C457) R^(D50) R^(D145) L_(C458)R^(D50) R^(D146) L_(C459) R^(D50) R^(D147) L_(C460) R^(D50) R^(D149)L_(C461) R^(D50) R^(D151) L_(C462) R^(D50) R^(D154) L_(C463) R^(D50)R^(D155) L_(C464) R^(D50) R^(D161) L_(C465) R^(D50) R^(D175) L_(C466)R^(D55) R^(D3) L_(C467) R^(D55) R^(D5) L_(C468) R^(D55) R^(D18) L_(C469)R^(D55) R^(D20) L_(C470) R^(D55) R^(D22) L_(C471) R^(D55) R^(D37)L_(C472) R^(D55) R^(D40) L_(C473) R^(D55) R^(D41) L_(C474) R^(D55)R^(D42) L_(C475) R^(D55) R^(D43) L_(C476) R^(D55) R^(D48) L_(C477)R^(D55) R^(D49) L_(C478) R^(D55) R^(D54) L_(C479) R^(D55) R^(D58)L_(C480) R^(D55) R^(D59) L_(C481) R^(D55) R^(D78) L_(C482) R^(D55)R^(D79) L_(C483) R^(D55) R^(D81) L_(C484) R^(D55) R^(D87) L_(C485)R^(D55) R^(D88) L_(C486) R^(D55) R^(D89) L_(C487) R^(D55) R^(D93)L_(C488) R^(D55) R^(D116) L_(C489) R^(D55) R^(D117) L_(C490) R^(D55)R^(D118) L_(C491) R^(D55) R^(D119) L_(C492) R^(D55) R^(D120) L_(C493)R^(D55) R^(D133) L_(C494) R^(D55) R^(D134) L_(C495) R^(D55) R^(D135)L_(C496) R^(D55) R^(D136) L_(C497) R^(D55) R^(D143) L_(C498) R^(D55)R^(D144) L_(C499) R^(D55) R^(D145) L_(C500) R^(D55) R^(D146) L_(C501)R^(D55) R^(D147) L_(C502) R^(D55) R^(D149) L_(C503) R^(D55) R^(D151)L_(C504) R^(D55) R^(D154) L_(C505) R^(D55) R^(D155) L_(C506) R^(D55)R^(D161) L_(C507) R^(D55) R^(D175) L_(C508) R^(D116) R^(D3) L_(C509)R^(D116) R^(D5) L_(C510) R^(D116) R^(D17) L_(C511) R^(D116) R^(D18)L_(C512) R^(D116) R^(D20) L_(C513) R^(D116) R^(D22) L_(C514) R^(D116)R^(D37) L_(C515) R^(D116) R^(D40) L_(C516) R^(D116) R^(D41) L_(C517)R^(D116) R^(D42) L_(C518) R^(D116) R^(D43) L_(C519) R^(D116) R^(D48)L_(C520) R^(D116) R^(D49) L_(C521) R^(D116) R^(D54) L_(C522) R^(D116)R^(D58) L_(C523) R^(D116) R^(D59) L_(C524) R^(D116) R^(D78) L_(C525)R^(D116) R^(D79) L_(C526) R^(D116) R^(D81) L_(C527) R^(D116) R^(D87)L_(C528) R^(D116) R^(D88) L_(C529) R^(D116) R^(D89) L_(C530) R^(D116)R^(D93) L_(C531) R^(D116) R^(D117) L_(C532) R^(D116) R^(D118) L_(C533)R^(D116) R^(D119) L_(C534) R^(D116) R^(D120) L_(C535) R^(D116) R^(D133)L_(C536) R^(D116) R^(D134) L_(C537) R^(D116) R^(D135) L_(C538) R^(D116)R^(D136) L_(C539) R^(D116) R^(D143) L_(C540) R^(D116) R^(D144) L_(C541)R^(D116) R^(D145) L_(C542) R^(D116) R^(D146) L_(C543) R^(D116) R^(D147)L_(C544) R^(D116) R^(D149) L_(C545) R^(D116) R^(D151) L_(C546) R^(D116)R^(D154) L_(C547) R^(D116) R^(D155) L_(C548) R^(D116) R^(D161) L_(C549)R^(D116) R^(D175) L_(C550) R^(D143) R^(D3) L_(C551) R^(D143) R^(D5)L_(C552) R^(D143) R^(D17) L_(C553) R^(D143) R^(D18) L_(C554) R^(D143)R^(D20) L_(C555) R^(D143) R^(D22) L_(C556) R^(D143) R^(D37) L_(C557)R^(D143) R^(D40) L_(C558) R^(D143) R^(D41) L_(C559) R^(D143) R^(D42)L_(C560) R^(D143) R^(D43) L_(C561) R^(D143) R^(D48) L_(C562) R^(D143)R^(D49) L_(C563) R^(D143) R^(D54) L_(C564) R^(D143) R^(D58) L_(C565)R^(D143) R^(D59) L_(C566) R^(D143) R^(D78) L_(C567) R^(D143) R^(D79)L_(C568) R^(D143) R^(D81) L_(C569) R^(D143) R^(D87) L_(C570) R^(D143)R^(D88) L_(C571) R^(D143) R^(D89) L_(C572) R^(D143) R^(D93) L_(C573)R^(D143) R^(D116) L_(C574) R^(D143) R^(D117) L_(C575) R^(D143) R^(D118)L_(C576) R^(D143) R^(D119) L_(C577) R^(D143) R^(D120) L_(C578) R^(D143)R^(D133) L_(C579) R^(D143) R^(D134) L_(C580) R^(D143) R^(D135) L_(C581)R^(D143) R^(D136) L_(C582) R^(D143) R^(D144) L_(C583) R^(D143) R^(D145)L_(C584) R^(D143) R^(D146) L_(C585) R^(D143) R^(D147) L_(C586) R^(D143)R^(D149) L_(C587) R^(D143) R^(D151) L_(C588) R^(D143) R^(D154) L_(C589)R^(D143) R^(D155) L_(C590) R^(D143) R^(D161) L_(C591) R^(D143) R^(D175)L_(C592) R^(D144) R^(D3) L_(C593) R^(D144) R^(D5) L_(C594) R^(D144)R^(D17) L_(C595) R^(D144) R^(D18) L_(C596) R^(D144) R^(D20) L_(C597)R^(D144) R^(D22) L_(C598) R^(D144) R^(D37) L_(C599) R^(D144) R^(D40)L_(C600) R^(D144) R^(D41) L_(C601) R^(D144) R^(D42) L_(C602) R^(D144)R^(D43) L_(C603) R^(D144) R^(D48) L_(C604) R^(D144) R^(D49) L_(C605)R^(D144) R^(D54) L_(C606) R^(D144) R^(D58) L_(C607) R^(D144) R^(D59)L_(C608) R^(D144) R^(D78) L_(C609) R^(D144) R^(D79) L_(C610) R^(D144)R^(D81) L_(C611) R^(D144) R^(D87) L_(C612) R^(D144) R^(D88) L_(C613)R^(D144) R^(D89) L_(C614) R^(D144) R^(D93) L_(C615) R^(D144) R^(D116)L_(C616) R^(D144) R^(D117) L_(C617) R^(D144) R^(D118) L_(C618) R^(D144)R^(D119) L_(C619) R^(D144) R^(D120) L_(C620) R^(D144) R^(D133) L_(C621)R^(D144) R^(D134) L_(C622) R^(D144) R^(D135) L_(C623) R^(D144) R^(D136)L_(C624) R^(D144) R^(D145) L_(C625) R^(D144) R^(D146) L_(C626) R^(D144)R^(D147) L_(C627) R^(D144) R^(D149) L_(C628) R^(D144) R^(D151) L_(C629)R^(D144) R^(D154) L_(C630) R^(D144) R^(D155) L_(C631) R^(D144) R^(D161)L_(C632) R^(D144) R^(D175) L_(C633) R^(D145) R^(D3) L_(C634) R^(D145)R^(D5) L_(C635) R^(D145) R^(D17) L_(C636) R^(D145) R^(D18) L_(C637)R^(D145) R^(D20) L_(C638) R^(D145) R^(D22) L_(C639) R^(D145) R^(D37)L_(C640) R^(D145) R^(D40) L_(C641) R^(D145) R^(D41) L_(C642) R^(D145)R^(D42) L_(C643) R^(D145) R^(D43) L_(C644) R^(D145) R^(D48) L_(C645)R^(D145) R^(D49) L_(C646) R^(D145) R^(D54) L_(C647) R^(D145) R^(D58)L_(C648) R^(D145) R^(D59) L_(C649) R^(D145) R^(D78) L_(C650) R^(D145)R^(D79) L_(C651) R^(D145) R^(D81) L_(C652) R^(D145) R^(D87) L_(C653)R^(D145) R^(D88) L_(C654) R^(D145) R^(D89) L_(C655) R^(D145) R^(D93)L_(C656) R^(D145) R^(D116) L_(C657) R^(D145) R^(D117) L_(C658) R^(D145)R^(D118) L_(C659) R^(D145) R^(D119) L_(C660) R^(D145) R^(D120) L_(C661)R^(D145) R^(D133) L_(C662) R^(D145) R^(D134) L_(C663) R^(D145) R^(D135)L_(C664) R^(D145) R^(D136) L_(C665) R^(D145) R^(D146) L_(C666) R^(D145)R^(D147) L_(C667) R^(D145) R^(D149) L_(C668) R^(D145) R^(D151) L_(C669)R^(D145) R^(D154) L_(C670) R^(D145) R^(D155) L_(C671) R^(D145) R^(D161)L_(C672) R^(D145) R^(D175) L_(C673) R^(D146) R^(D3) L_(C674) R^(D146)R^(D5) L_(C675) R^(D146) R^(D17) L_(C676) R^(D146) R^(D18) L_(C677)R^(D146) R^(D20) L_(C678) R^(D146) R^(D22) L_(C679) R^(D146) R^(D37)L_(C680) R^(D146) R^(D40) L_(C681) R^(D146) R^(D41) L_(C682) R^(D146)R^(D42) L_(C683) R^(D146) R^(D43) L_(C684) R^(D146) R^(D48) L_(C685)R^(D146) R^(D49) L_(C686) R^(D146) R^(D54) L_(C687) R^(D146) R^(D58)L_(C688) R^(D146) R^(D59) L_(C689) R^(D146) R^(D78) L_(C690) R^(D146)R^(D79) L_(C691) R^(D146) R^(D81) L_(C692) R^(D146) R^(D87) L_(C693)R^(D146) R^(D88) L_(C694) R^(D146) R^(D89) L_(C695) R^(D146) R^(D93)L_(C696) R^(D146) R^(D117) L_(C697) R^(D146) R^(D118) L_(C698) R^(D146)R^(D119) L_(C699) R^(D146) R^(D120) L_(C700) R^(D146) R^(D133) L_(C701)R^(D146) R^(D134) L_(C702) R^(D146) R^(D135) L_(C703) R^(D146) R^(D136)L_(C704) R^(D146) R^(D146) L_(C705) R^(D146) R^(D147) L_(C706) R^(D146)R^(D149) L_(C707) R^(D146) R^(D151) L_(C708) R^(D146) R^(D154) L_(C709)R^(D146) R^(D155) L_(C710) R^(D146) R^(D161) L_(C711) R^(D146) R^(D175)L_(C712) R^(D133) R^(D3) L_(C713) R^(D133) R^(D5) L_(C714) R^(D133)R^(D3) L_(C715) R^(D133) R^(D18) L_(C716) R^(D133) R^(D20) L_(C717)R^(D133) R^(D22) L_(C718) R^(D133) R^(D37) L_(C719) R^(D133) R^(D40)L_(C720) R^(D133) R^(D41) L_(C721) R^(D133) R^(D42) L_(C722) R^(D133)R^(D43) L_(C723) R^(D133) R^(D48) L_(C724) R^(D133) R^(D49) L_(C725)R^(D133) R^(D54) L_(C726) R^(D133) R^(D58) L_(C727) R^(D133) R^(D59)L_(C728) R^(D133) R^(D78) L_(C729) R^(D133) R^(D79) L_(C730) R^(D133)R^(D81) L_(C731) R^(D133) R^(D87) L_(C732) R^(D133) R^(D88) L_(C733)R^(D133) R^(D89) L_(C734) R^(D133) R^(D93) L_(C735) R^(D133) R^(D117)L_(C736) R^(D133) R^(D118) L_(C737) R^(D133) R^(D119) L_(C738) R^(D133)R^(D120) L_(C739) R^(D133) R^(D133) L_(C740) R^(D133) R^(D134) L_(C741)R^(D133) R^(D135) L_(C742) R^(D133) R^(D136) L_(C743) R^(D133) R^(D146)L_(C744) R^(D133) R^(D147) L_(C745) R^(D133) R^(D149) L_(C746) R^(D133)R^(D151) L_(C747) R^(D133) R^(D154) L_(C748) R^(D133) R^(D155) L_(C749)R^(D133) R^(D161) L_(C750) R^(D133) R^(D175) L_(C751) R^(D175) R^(D3)L_(C752) R^(D175) R^(D5) L_(C753) R^(D175) R^(D18) L_(C754) R^(D175)R^(D20) L_(C755) R^(D175) R^(D22) L_(C756) R^(D175) R^(D37) L_(C757)R^(D175) R^(D40) L_(C758) R^(D175) R^(D41) L_(C759) R^(D175) R^(D42)L_(C760) R^(D175) R^(D43) L_(C761) R^(D175) R^(D48) L_(C762) R^(D175)R^(D49) L_(C763) R^(D175) R^(D54) L_(C764) R^(D175) R^(D58) L_(C765)R^(D175) R^(D59) L_(C766) R^(D175) R^(D78) L_(C767) R^(D175) R^(D79)L_(C768) R^(D175) R^(D81)

wherein R^(D1) to R^(D192) have the following structures:


16. An organic light emitting device (OLED) comprising: an anode; acathode; and an organic layer, disposed between the anode and thecathode, comprising a compound comprising a first ligand L_(A) ofFormula I

wherein, T is a fused ring system that comprises a structure of FormulaII

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of deuterium, halogen, alkyl, cycloalkyl,heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl,alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl,carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, boryl, and combinations thereof; L_(A) is complexedto a metal M to form a 5-membered chelate ring; M can be coordinated toother ligands; and the ligand L_(A) can be linked with other ligands tocomprise a tridentate, tetradentate, pentadentate, or hexadentateligand; and any two substituents can be joined or fused together to forma ring.
 17. The OLED of claim 16, wherein the organic layer furthercomprises a host, wherein host comprises at least one chemical groupselected from the group consisting of triphenylene, carbazole,dibenzothiphene, dibenzofuran, dibenzoselenophene, azatriphenylene,azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, andaza-dibenzoselenophene.
 18. The OLED of claim 16, wherein the host isselected from the group consisting of:

and combinations thereof.
 19. A consumer product comprising an organiclight-emitting device (OLED) comprising: an anode; a cathode; and anorganic layer, disposed between the anode and the cathode, comprising acompound comprising a first ligand L_(A) of Formula I

wherein, T is a fused ring system that comprises a structure of FormulaII

ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring; Zis C or N; R^(B) represents mono to the maximum number of allowablesubstitutions, or no substitution; X¹ to X⁶ are each C or N; each R,R^(A), and R^(B) is independently a hydrogen or a substituent selectedfrom the group consisting of deuterium, halogen, alkyl, cycloalkyl,heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl,alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl,carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl,sulfonyl, phosphino, boryl, and combinations thereof; L_(A) is complexedto a metal M to form a 5-membered chelate ring; M can be coordinated toother ligands; and the ligand L_(A) can be linked with other ligands tocomprise a tridentate, tetradentate, pentadentate, or hexadentateligand; and any two substituents can be joined or fused together to forma ring.
 20. A formulation comprising a compound of claim 1.